Dharmesh Shah on How HubSpot Designed Its Famed Startup Culture

Underscore VC
5 Nov 202118:09

Summary

TLDRIn this engaging discussion, Dharmesh Shah, co-founder and CTO of HubSpot, shares insights on company culture, the concept of 'HubSpot Mafia', and the importance of embracing entrepreneurial spirit within a company. Shah emphasizes the intentionality behind HubSpot's culture, which has led to its success as a 'mafia company', fostering an environment where employees are encouraged to innovate and eventually start their ventures. He also discusses the evolution of HubSpot's culture code, the significance of viewing culture as a product, and the critical need for diversity in early-stage hiring. Reflecting on his experiences, Shah advises startups to prioritize culture and diversity from the outset to avoid the challenges of 'culture debt' later on.

Takeaways

  • πŸŽ‰ Dharmesh is the co-founder and CTO of HubSpot and has significantly contributed to the company's culture and success.
  • πŸ“š Dharmesh published HubSpot's Culture Code, which has been downloaded nearly 4 million times, highlighting the importance of company culture.
  • πŸ’‘ HubSpot is recognized as a 'mafia company', fostering an ecosystem where former employees go on to found successful companies like Drift and Inside Squared.
  • 🀝 Dharmesh believes in the intentional development of a culture that supports entrepreneurialism and is open to employees starting their ventures.
  • 🌟 HubSpot's culture has been acknowledged with awards such as being voted the number four best place to work in 2021.
  • πŸ‘₯ Dharmesh does not have direct reports and was tasked with defining HubSpot's culture, an interesting role for an introvert.
  • πŸ”§ He approached defining the culture like an engineering project, starting with a survey to understand what attributes were correlated with successful HubSpotters.
  • πŸ“ˆ The Culture Code started as a 16-slide deck and evolved into a comprehensive 128-slide document, reflecting the company's growth and learnings.
  • πŸ’Ό Dharmesh advises thinking of culture as a product, with employees as its customers, emphasizing the need for continuous iteration and improvement.
  • πŸ“Š Culture should be optimized, not just preserved, and companies should listen to employee feedback to shape their culture, similar to product development.
  • πŸ•Š Dharmesh regrets not focusing on culture and diversity earlier, referring to the concept of 'culture debt' that can be challenging to repay later.

Q & A

  • Who is Dharmesh Shah and what is his role at HubSpot?

    -Dharmesh Shah is the co-founder and CTO of HubSpot. He is also known for publishing HubSpot's Culture Code, a document that outlines the company's culture and values.

  • What is the significance of the HubSpot Culture Code?

    -The HubSpot Culture Code is a document that Dharmesh Shah created to define and articulate the company's culture. It has been well-received, with almost 4 million downloads, and serves as a guide for the company's operations and decision-making.

  • What is the concept of a 'mafia company' in the entrepreneurial ecosystem?

    -A 'mafia company' refers to a company whose early employees go on to start their own successful companies, creating a network or 'mafia' of interconnected businesses. HubSpot is an example of such a company, with several successful startups like Drift and Inside Squared being founded by former HubSpot employees.

  • How does Dharmesh Shah view the departure of employees to start their own companies?

    -Dharmesh Shah is supportive of employees leaving to start their own companies. He sees it as a natural outcome of hiring entrepreneurially minded and creative individuals, and HubSpot is intentionally supportive of this, even offering to help with pitch decks and investments.

  • What is the 'Pajama Principle' as mentioned by Dharmesh Shah?

    -The 'Pajama Principle' is a concept Dharmesh Shah introduced, suggesting that success is proportional to the degree to which you let people stay in their pajamas, implying the value of flexibility and remote work options in a company culture.

  • How does HubSpot approach hiring and the importance of diversity?

    -HubSpot aims to hire entrepreneurially minded and creative individuals who may eventually leave to start their own ventures. Dharmesh acknowledges the importance of diversity and advises startups to be deliberate about it from the early stages to avoid 'culture debt'.

  • What was Dharmesh Shah's approach to defining HubSpot's culture in the early days?

    -Dharmesh treated the task of defining culture like an engineering project. He started with a survey to understand what attributes were highly correlated with successful HubSpotters and used this data to create the initial set of core values for the company.

  • Why did Dharmesh Shah decide to publish the Culture Code internally and later externally?

    -The Culture Code was initially published internally to help guide the company's operations and decision-making. It was later released externally to share HubSpot's approach to culture, which has been influential and has helped other companies define their own cultures.

  • What advice does Dharmesh Shah have for founders regarding company culture?

    -Dharmesh advises founders to think of culture as a product, with employees as the customers. He suggests that founders should work on culture from the early stages, involve employees in defining it, and iterate on it regularly to ensure it continues to serve as a well-functioning operating system.

  • What is the concept of 'culture debt' and why is it significant?

    -Culture debt refers to the long-term negative impact of not being mindful of diversity and inclusion from the early stages of a company's formation. It is significant because it is much harder to address later on and can lead to a homogenous organization that struggles to innovate and adapt.

  • What does Dharmesh Shah believe startups should do to ensure they are hiring for diversity?

    -Dharmesh suggests that startups should make deliberate efforts to hire for diversity, even if it takes longer due to pipeline challenges. He recommends implementing processes like the Rooney Rule, which requires considering at least one diverse candidate for every hire above a certain level.

Outlines

00:00

πŸ‘‹ Welcoming Dharmesh and Discussing HubSpot's Culture

The speaker warmly welcomes Dharmesh, co-founder and CTO of HubSpot, to the stage. Dharmesh is recognized for his work on HubSpot's culture code, which has been downloaded nearly 4 million times. He is a frequent speaker on topics such as startups, inbound marketing, and company culture. The conversation touches on the concept of 'mafia companies,' where early employees go on to found their own successful companies, a phenomenon that HubSpot has become known for. Companies like Drift and Inside Squared are examples of this. Dharmesh discusses the intentionality behind fostering an entrepreneurial spirit within HubSpot, even if it means employees will eventually leave to start their own ventures. He emphasizes the importance of hiring entrepreneurially minded individuals and supporting them in their journey, even if it means they will one day leave HubSpot.

05:00

πŸ“š The Evolution of HubSpot's Culture Code

Dharmesh recounts the story of how he became the 'keeper of HubSpot's culture' despite being an introvert and not having direct reports. He explains that the initiative to define the company's culture began with a CEO group meeting his co-founder attended, which emphasized the importance of culture from the early stages of a company's growth. Initially, they started with a survey to understand what made successful HubSpot employees. This led to the creation of the 'Culture Code' document, which began as a 16-slide presentation. The document aimed to identify the attributes of successful HubSpotters and became the foundation for the company's core values. Over time, the Culture Code evolved into a 128-slide deck, addressing not just who succeeds at HubSpot but also how to make decisions and trade-offs within the company. Dharmesh highlights the importance of treating culture as a living document that evolves with the company, and the benefits of sharing it openly with employees and potential hires.

10:02

πŸ€” Reflecting on HubSpot's Growth and Culture

The speaker and Dharmesh discuss the importance of considering culture as a product that needs constant iteration and improvement. Dharmesh suggests that just as one would not neglect a product, culture should also be continuously optimized to serve as a well-functioning operating system for the company. He emphasizes the need to listen to employees' feedback and adapt the company culture accordingly, much like how one would with a product. The conversation also touches on the growing importance of flexibility as a feature in company culture, especially in light of recent global events and the shift towards remote work. Dharmesh shares his insight that employees often value flexibility more than traditional job titles, indicating a shift in what employees are looking for in a company's culture.

15:03

πŸ”„ Addressing the Challenges of Diversity and 'Culture Debt'

Dharmesh reflects on his professional journey, admitting that he would have started working on culture earlier and paid more attention to diversity from the outset if he could go back in time. He discusses the concept of 'culture debt' and how it's more challenging to address than technical debt. Dharmesh explains that while technical debt can be refactored, cultural issues require a deeper and more patient approach. He advises startups to think about diversity early on and to make deliberate efforts to include it in their hiring processes. The speaker and Dharmesh agree that while it may be challenging to achieve diversity, especially in the early stages of a company, it is crucial to at least make the effort and consider it an ongoing priority.

Mindmap

Keywords

πŸ’‘Dharmeshra

Dharmeshra is the co-founder and CTO of HubSpot, a leading inbound marketing, sales, and customer service platform. In the video, he is highlighted for his role in shaping the company's culture and his contributions to the entrepreneurial ecosystem, particularly through the 'HubSpot Mafia', which refers to the successful companies founded by former HubSpot employees.

πŸ’‘HubSpot Mafia

The term 'HubSpot Mafia' is used to describe the network of successful companies that have been founded by former employees of HubSpot. This concept is analogous to the 'PayPal Mafia' and signifies the impact of HubSpot's culture in fostering entrepreneurship and innovation among its alumni.

πŸ’‘Company Culture

Company culture refers to the values, practices, and social interactions within a company. In the video, Dharmeshra discusses the importance of culture in shaping the success of a business, and how HubSpot's culture has been intentionally developed to encourage entrepreneurial spirit and creativity among its employees.

πŸ’‘Culture Code

The 'Culture Code' is a document published by Dharmeshra that outlines HubSpot's company culture. It has been influential, with nearly 4 million downloads, and serves as a guide for understanding the principles and practices that define the work environment and employee behavior at HubSpot.

πŸ’‘Entrepreneurial Mindset

An entrepreneurial mindset is characterized by innovation, creativity, and the willingness to take risks. In the video, Dharmeshra mentions that HubSpot intentionally hires individuals with this mindset, understanding that they may eventually leave to start their own ventures, which is seen as a positive contribution to the broader entrepreneurial ecosystem.

πŸ’‘Inbound Marketing

Inbound marketing is a strategy that focuses on attracting customers through content and interactions that are relevant and helpful. Dharmeshra is a frequent speaker on this topic, and HubSpot is well-known for its expertise in inbound marketing, which is a core part of the company's identity and offerings.

πŸ’‘Venture World

Venture World refers to the ecosystem of venture capital and startup funding. The term is used in the video when discussing the broader entrepreneurial ecosystem and the impact of 'mafia companies' like HubSpot in fostering new ventures and innovation.

πŸ’‘Remote Work

Remote work is the concept of employees working from locations outside of a central office. The video discusses how the global pandemic has influenced work culture, with HubSpot adapting to a more flexible approach that includes remote work options, which has become a significant feature in company culture discussions.

πŸ’‘Diversity

Diversity in the context of the video refers to the variety of backgrounds, experiences, and perspectives within a company. Dharmeshra mentions the importance of considering diversity early on in a company's formation to avoid 'culture debt' and to ensure that the organization is inclusive and representative of different voices.

πŸ’‘Product Framing

Product framing is the approach of viewing a concept or initiative as if it were a product that needs to be developed, tested, and iterated upon. Dharmeshra uses this concept to discuss how he approached defining HubSpot's culture, treating it like an engineering project that required input from 'customers' or employees to refine and improve.

πŸ’‘Pajama Principle

The 'Pajama Principle' is a concept introduced by Dharmeshra that suggests success is proportional to the degree to which employees are allowed flexibility, such as working from home in their pajamas. This principle reflects the growing importance of work-life balance and flexibility in modern work culture.

Highlights

Dharmesh Shah, co-founder and CTO of HubSpot, discusses the company's culture and its impact on the entrepreneurial ecosystem.

HubSpot's culture code has been downloaded nearly 4 million times, highlighting its influence on company culture discussions.

Dharmesh emphasizes the importance of embracing entrepreneurial spirit in employees and supporting their future ventures.

HubSpot is recognized as a 'mafia company', fostering an ecosystem of successful startups founded by former employees.

Dharmesh shares his perspective on intentionally building a culture that encourages employees to eventually start their own companies.

HubSpot's culture is likened to a startup MBA, offering valuable learning experiences and networking opportunities.

The company's culture has been acknowledged as a key factor in HubSpot being voted one of the best places to work.

Dharmesh's introverted nature and unique role in shaping HubSpot's culture without direct reports is explored.

The origin story of HubSpot's culture code is shared, including initial resistance and its evolution into a comprehensive guide.

Dharmesh describes the process of defining HubSpot's culture, starting with a survey and identifying core values like humility and transparency.

The culture code is expanded from 16 to 128 slides, transforming into a detailed operating system for decision-making at HubSpot.

Releasing the culture code to the public has been beneficial for HubSpot, with Netflix's example serving as inspiration.

Dharmesh advises founders to work on culture early and to use it as a tool for self-selection among candidates.

Culture is compared to a product, with employees as customers, emphasizing the need for continuous iteration and improvement.

The importance of considering diversity early in the hiring process is discussed, along with the concept of 'culture debt'.

Dharmesh regrets not focusing on culture and diversity earlier in HubSpot's history, highlighting it as a significant professional mistake.

Startups are encouraged to make deliberate efforts in hiring for diversity, even if it takes more time, to avoid long-term negative impacts.

The interview concludes with a discussion on the importance of flexibility as a key feature in company culture, especially in the new normal.

Transcripts

play00:02

it is my absolute pleasure to welcome

play00:05

dharmeshra to the stage

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hello everyone

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so awesome to have you here um as many

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of you probably know darmesh is the

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co-founder and cto of hubspot in 2013

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darmesh also published hubspot's culture

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code which we're going to spend some

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time talking about today which is at

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almost 4 million downloads i believe

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which is incredible

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he's a very frequent speaker on startups

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on inbound marketing and company culture

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and speaking of the the

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broader entrepreneurial ecosystem you

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know the thing i'm interested in is

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mafia company and we talk about this in

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venture world and you know paypal is a

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classic example and hubspot is now

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pretty established as what we call a

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mafia company and for those who don't

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know the reference it's you know when

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early employees of companies go off to

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spin out their own companies and so it's

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become a bit of a system there's great

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companies like drift and inside squared

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avcu's rola

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wonderment is one that we're proud to

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back all have been founded by early

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hubspot folks and it's it's interesting

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because you know some some founders and

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leaders actually deliberately don't want

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that to happen they want people just

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focused on what they're building here at

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this company and want to want to

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keep people focused on that but i'm

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curious what's your take on this was

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this intentional and how has this sort

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of played into your hiring

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it was intentional and i too fall into

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that camp that if i could wave a magic

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wand and get people to stay uh the best

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people forever i would totally do that

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i'm i'm very uh self-serving that way

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but one thing we recognize is that

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pragmatically if we are looking to hire

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which i think most founders are um

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higher on to the team people that are

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entrepreneurially minded and creative

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and have that energy that you know that

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you need him to start up in this in its

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early stages um if you're going to

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recruit those kind of people you have to

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be prepared for the fact that um they're

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not going to work for you forever that

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they're going to want to like someday

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start something on their own so in all

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the kind of recruiting meetings um you

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know that i've done that's kind of been

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part of the pitch and it's true which is

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you know if you have a startup idea that

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you're just that's kind of burning a

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hole in your head you should go do it

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right like we are completely supportive

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um let us know if we can help uh we'll

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look at investor decks and i mean pitch

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decks and things like that great if

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you're entrepreneurial but you don't yet

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have an idea that you think is like good

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enough for you to kind of devote your

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time to spend some time in hubspot it'll

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be the equivalent of a startup mba

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you'll meet lots of cool people you'll

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learn some things you'll get exposed to

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a bunch of stuff

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that we're learning as we scale and your

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odds of success uh will go up when you

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do start your startup so

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and and that works well and has

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borne out to be true and you know part

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of our kind of pitches we don't want to

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just build a great company in the boston

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area we want to build great

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entrepreneurs and we did intentionally

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do that in terms of those that were

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coming up and we knew there were folks

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that were willing to go off and uh and

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do startups someday is to

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we enjoy them while they're there they

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contribute immense amount of value when

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they're there but we stay friends we

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invested a lot of them i personally

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invested a lot of them but uh

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yeah it's worked out well yeah

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well it's a very open-minded and

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forward-looking view which um i think we

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need more and more of so looking forward

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to more of the hubspot mafia and future

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ones as well sort of the next gen yeah

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so this brings me a little bit to

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culture you're starting to talk about it

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a bit um and i'm very excited for this

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topic i know it's one you're passionate

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about you know having looked at some of

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the work that you've done i mean the

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culture code document is amazing so for

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those who haven't checked it out i

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highly recommend it i've read all 128

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slides of it and clearly you're doing

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something right because you know back in

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uh 2021 not back in in 2021 um

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hubspot was voted number four best place

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to work which is an incredible

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accomplishment so i'm going to be really

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proud of and also in 2020 it was voted a

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best large company for women to work for

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which i think is also something to be

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very proud of particularly in this

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industry so

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clearly the the the work that you're

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doing is paying off and doing something

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very right i also think it's interesting

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in sort of my research in this is that

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you know you were

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deemed sort of the definer and keeper of

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hubspot's culture and there's a lot of

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reasons why this is interesting i think

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as an introvert that's interesting and

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also it's my understanding that you

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don't have direct reports is that

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correct that's correct yep

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it's sort of an interesting role for for

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you so i'm curious how did you become

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responsible for this and can you tell us

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about how you approached uh defining

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hubspot's culture in the early days yeah

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i'll give you a short version of the

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back story which is uh you know brian my

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co-founder who's ceo of hubspot

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um

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came back from one of these ceo group

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meetings uh that he went to regular

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quarterly basis where he talked and i

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always envisioned that i'm sitting in a

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circle and you know singing ceo songs

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where but anyway he came back from one

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of these and the theme that day happened

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to be culture and brian's kind of take

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at that time was oh well you know

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culture's something we'll kind of work

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on as we get bigger but right now we're

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so early stage we're focused on building

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the product and selling the product and

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growing and doing all the things that a

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startup has to do and his ceo group uh

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came down on him pretty hard like brian

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you don't get it like there is nothing

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more important than culture if you don't

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get that right

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like nothing else will matter

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over the long haul um so he kind of took

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that and we had one of our um

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uh founders dinners which are you know

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three to five hour um affairs

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um involving alcohol and

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he and he shared this with me it's like

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oh i just had my ceo group thing i'm

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like oh cool what'd you learn and he's

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like well this you know this culture

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thing is evidently really important i'm

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like great it's very important it's like

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dimension why don't you go do that i

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think that's those i'm paraphrasing but

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that was exact terms

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why don't you go do that i'm like i have

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no idea what that means with all the

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people at hubspot um

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to choose to work on like these people

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issues why pick the one that like

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least likes being around people right

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an orthodox uh choice

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uh but

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i'm like okay fine um you know he had

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the ceo job he's doing a ton of things

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as well carry my weight and i treated it

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like i always do i treated like an

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engineering project it's like okay

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well we have to have some sort of

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culture whatever it is all i need to do

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is release the document things seem to

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go in really well and i so started with

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a

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uh a survey um which

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uh asked the kind of standard nps

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question a scale of 0 to 10 how likely

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are you to recommend hubspot as a place

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to work um and then the why the

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qualitative question couple things i

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learned here like as soon as i shared

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with uh the team at the time um

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the fact that i was kind of

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working on culture and thinking about

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culture i had um up until that point

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probably even until now the most

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negative visceral reaction from the team

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that i've ever had in

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my professional career let alone hubspot

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and people he said things like oh so

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we're so we're gonna do this culture

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thing now and then it's gonna be like i

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mean a mission statement's on the wall

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and we're going to become like one of

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those companies and then the thing that

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really got me was uh when uh one of the

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team members who by the way i'd hired

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all these people these were not some

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random strangers that didn't know who i

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was what i was about it's like darmesh

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you know i don't know how to tell you

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this but i don't think hubspot's the

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kind of company i thought i joined

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yes you're killing me here's like why

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such a deep negative visceral reaction i

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was not expecting this and then it turns

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out people when they think about culture

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they think about this weird thing that

play07:00

big companies do to impose platitudes

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and it's just a classic like that's how

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it is and it's product world and there's

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also this thinking oh it should be

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organic just the fact that we're talking

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about it makes it authentic and all this

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there was a lot of stuff into it once we

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got over that um it got a lot better a

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lot quicker so the version one of the

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culture code uh deck was um

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was 16 slides

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and it solved exactly it answered one

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question which is um

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and the question i ask myself is like

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okay if i were to write a mathematical

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function or a computer solid programming

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function to approximate the probability

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of success of any given hubspotter what

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are the coefficients of the things that

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are opacity what are the parameters to

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that function right we might not know

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the weights the relative uh but what

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things would go in there

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trying to like kind of boil it down to

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that so what are the attributes so to

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speak of uh

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not good people but people that are

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likely to succeed at hubspot which

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sometimes are different questions but i

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would look at like who is likely to

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succeed i was a probabilistic model and

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we came back with a set of set of

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attributes that were highly correlated

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with what we considered to be the best

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most successful best fit people at

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hubspot

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and things like humility came out things

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like transparency came out so that's

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where the original kind of core values

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of hubspot emerged and

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it was interesting so i published that

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deck internally only and

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then the team came back i think it was

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probably a couple years later it's like

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garbage

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that's been useful it tells us the who

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it doesn't really tell us like how to

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make decisions or how to make trade-offs

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or do these things and so that's when um

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i started working on what is now the uh

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definitive

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culture code deck which has been 128

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slides since its inception that new v2

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and so my apologies to all those that

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have had to go through that but

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it's been interesting so i thought of it

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if i am now like okay it's not simply a

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matter of a single function if i write

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an operating system on which we could

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run hubspot that would help us make

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these kind of heuristic decisions on how

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people make decisions what would that

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look like and the so

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when people see the term culture code

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they often think code means like a code

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of conduct or code of moral

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ethics

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i was actually thinking code like

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cultural python um as it turns out

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that's not uh that's not possible since

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uh humans are very unpredictable

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but anyway so the document's done really

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well in terms of just

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articulating hubspot's culture one big

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lesson we learned is that it was useful

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to obviously have as an internal

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document uh releasing it to the world

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which uh you know we give a hat tip to

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netflix for which did that um

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has been immensely helpful and i would

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recommend all founders um you don't have

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to write 128 slide deck but you should

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be working more on culture than you

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likely are right now at least amongst

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the founding team in the early team

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get a sense for what kind of company

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you're trying to become what kinds of

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people will tend to do well there and

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share that especially with candidates

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right if you want them to self-select in

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and self-select out right so it should

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be

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this kind of document that helps you

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separate like the people that are going

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to be happy versus those that are

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probably not going to be happy in your

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company there's no

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perfect right or wrong answer so this is

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who we are if this feels like the place

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you would enjoy that you should come

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look at us if it doesn't don't harm no

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foul that's great anyway sorry that was

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a long-winded answer but that's

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something

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no i love it i think it's such a

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fascinating story i love the the the

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reference of code and

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the path to design it and then i think

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also the you know the act of iterating

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it as as you evolve is is very valuable

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and to your point i think a lot of

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founders don't necessarily think about

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it early enough or don't quite know how

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to approach it yeah i think you just

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love that

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this as far as insight starts interrupt

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uh but no

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bad short-term memory my one piece of

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advice this is the big kind of insight

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that i've had personally working on this

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now and it fits is that you should think

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of culture as a product

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like literally a product and the people

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that work in the company your team are

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the customers of that product so as you

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think about if you think about it that

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way a bunch of stuff starts to make

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sense like number one you would never

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build a product without asking the

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customers what it is they're looking for

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from that product number one right

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number two you would never build a

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product and not see if customers were

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happy with the product or not by surveys

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or usage or however you measure but you

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would never build a product and say oh

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that was fun i'm done with that product

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now no product is ever done so you know

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like one of the mistakes people make is

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like oh we've got this culture now our

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job is to preserve this culture for

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eternity as for as long as we can

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nope uh just like a product it needs to

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iterate needs to fit whatever the use

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cases are at a particular point in the

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cust the company's evolution so the idea

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is not to protect and preserve the

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culture the idea is to optimize the

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culture as you go so it continues to

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serve as a well-functioning operating

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system or a set of heuristics whatever

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you want to think of it as but that

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metaphor holds remarkably well every

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time i poked and prodded i that was it

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really yes um and

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now look at it it's like some of the

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things we've had happened over the last

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year or two years um you know global

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pandemics social um

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social justice issues

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it helps you answer a bunch of questions

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which is okay well as it turns out like

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oh should we be a remote company should

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we be a hybrid couple what like what

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should we be

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part of the answer should be asking your

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customers because that's a part of

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culture and it might be that you have

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one of those companies that everybody

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wants to be remote everybody was visible

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having to come into the office anyway

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you don't know until you survey and then

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just like a product you wouldn't always

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do exactly what the customer said right

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like you're solving for the long-term

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interest of theirs as well um

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but you said at least listen you don't

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have to follow the direction you should

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at least listen to the advice and listen

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to the feedback um and so one thing

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we've learned is that on the list of

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features which has been roughly stable

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um for a long time is this the

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flexibility feature in terms of feature

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requests has gone up which is not

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surprising that's very it's not

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counterintuitive at all it's very

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intuitive which is that's one of the top

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features people are looking for in a

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company culture is like you know i'm

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taking care of elder parents or i have

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kids or i have this right it's like if

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you can give them flexibility that will

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often trump cop will often trump titles

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in terms of i'd rather be a

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senior director and a company that gives

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me the flexibility than a vp somewhere

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else like it's people actually do these

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kind of calculations analyses in their

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head

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and they favor features if you if i

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haven't done a conjoint analysis yet but

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if i did

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i think it would probably pop up as

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being one of the key ones

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i love i love that thinking of it as a

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feature and also the product framing and

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i'm looking at the chat i think it's

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really resonating with people as i think

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about this and i do think people are

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curious about the the new normal and

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future

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state yeah i was

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reading something that you wrote back

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actually in 2019 the pajama principle

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success is proportional to the degree to

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which you let people stay in their

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pajamas and if i look at your 2020 i

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think that's probably quite true so i

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think that the flexibility is something

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that really resonates with folks and as

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they're thinking about um what's ahead i

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think that's an important one for people

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too

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to um to think about and internalize

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um if you're open to i'm sure we could

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talk about this topic for hours but i'd

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love to shift gears a little bit just to

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make sure we can cover something so

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darmesh if you were given a chance to go

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back in time and build hubspot again

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what would you do differently

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the one thing that jumps to mind because

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this is on the list of like top three

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biggest professional mistakes i've made

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in my career um i would start working on

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culture earlier uh sooner so it was

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several years in before that

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conversation with brian happen where we

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started getting intentional about

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culture and part b is recognizing the

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importance of diversity and building out

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the early team like i that candidly that

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thought had just not even crossed my

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mind right it was a uh it was not a

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deliberate oh we're going to hire people

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that look just like us but we ended up

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hiring people that you know everyone

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pretty much had an

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uh all came out of mit sloan not all

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like eight out of the first 10 hires

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were mit sloan grads um alternating

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years and and we hired for

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lack of a better term in-network out of

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convenience

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and

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we should have we should have made a

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more deliberate effort it's much easier

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to do that uh and solve for diversity

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and it has long-range positive impact as

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we're now learning um as an industry as

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a society uh the importance of that um

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and it's really hard to fix later right

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once you're at scale say okay well now

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we're going to try and go back and pay

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off what i think of as culture debt when

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you have this homogenous organization

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where everybody like everybody else um

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yeah and in technology debt the good

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news is uh if you incur technology debt

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most of the time you can refactor that

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piece of code that you took shortcuts on

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and you can kind of pee that debt off

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it's like okay well i know we took a

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shortcut we had to find the product out

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the door

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culture debt is much more insidious

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right there's no check you can write

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there's no code you can rewrite because

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that

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the roots of that are sometimes very

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deeply planted right it's like then

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first you have to convince the

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organization that it's important then

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you have to say what does that mean

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actually like what do you actually do

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and then you have to have the patience

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to say okay well we spent you know a

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decade uh not being as mindful of this

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as we should have been

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it's going to take decades uh plural to

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actually get it to likely where we

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wanted to be but um but you have to

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start the journey anyway so my piece of

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advice would be

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think about diversity early it'll be

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much easier think about even though you

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may not actually get it

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at least you plant the seed in your

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team's head that that's important right

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it's like oh we look for uh looked

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higher for diversity i know the last two

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or three weren't as diverse as we would

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have liked but otherwise if you don't

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even talk about it then everybody just

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assumes that that doesn't really matter

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that's the signal that's being sent uh

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when you don't do it uh so at least

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at least give it effort uh give it a

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time given consideration

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it's one of the top things that that we

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hear and i like the framing of culture

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debt but you put touch on something

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that's hard particularly for early stage

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startups trying to go fast and and

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oftentimes what we've seen is getting

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that diversity in earlier sometimes can

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take longer um because the pipeline

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challenges and things like that

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you know you said just talking about

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this is a good first step

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how do you think about how do you think

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startups should think about that

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trade-off in sort of time versus really

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investing in this effort because

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it can be um

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challenging yeah so there's a spectrum

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here right the ideal state is you

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actually hire for diversity and and you

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do it right whatever time it takes next

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step down is

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you make attempts at it and you can and

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it should be measurable it's like okay

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well did we

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and you know we have something that

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helps call the rooney rule where for

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every every hire you know above a

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certain level there has to be a diverse

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candidate for the pool we have to have

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at least consider someone that they may

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or may not have been the right fit uh

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we're not forcing anyone to hire anyone

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but um

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so it's like going down the spectrum so

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ideally you try to hire if not you least

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put the processes in place that make it

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possible to hire um and yes it takes an

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investment and yes uh you know hiring

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pipelines are a problem uh and then but

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at a bare minimum um i'm not saying you

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should

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um you know beat yourself up over it but

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you should beat yourself up over it's

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like okay we tried it was one it was two

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it's understandable three but we're like

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ten people now and we still have not had

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a single one

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something's not right you know i don't

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think we're trying hard enough let's

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let's look a little deeper maybe make a

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sacrifice to say the next one we'll

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we'll take uh be more deliberate and

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we'll take our time with it yeah there's

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there's gonna be negative trade-offs but

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they're definitely negative tradeoffs on

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the other side too so yeah no i think

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the articulation of the culture debt is

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a great way to think about what the

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negative tradeoffs are on the flip side

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