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20VC: Gitlab Founder, Sid Sijbrandji on Lessons From Scaling from 400 to 1,000 People in 1 Year, Why You Have To Have A Low Level Of Shame On The Product You Release & The Secret To Making Remote Work So Effectively At Scale

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

Release Date: 07/19/2019

 20VC: TravelPerk’s Avi Meir on Why 2021 Will Be A Record Year For Business Travel, The 3 Priorities For All Founders During COVID, What VCs Can Do To Really Support Their Founders In A Recession show art 20VC: TravelPerk’s Avi Meir on Why 2021 Will Be A Record Year For Business Travel, The 3 Priorities For All Founders During COVID, What VCs Can Do To Really Support Their Founders In A Recession

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , the travel management platform that combines the best of leisure and corporate travel into one smooth experience. To date, Avi has raised over $134m with TravelPerk from the likes of DST, Spark Capital, Felix Capital and Heartcore to name a few. Prior to founding TravelPerk, Avi co-founded HotelNinjas, a hotel management product that was acquired by Booking.com. Before that Avi was VP Product at budgetplaces where he managed a team of 50 across product and marketing. In Today’s Episode You Will Learn: 1.) How Avi made his way into the world of startups...

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20VC: Elad Gil on Startup Offense and Defence in a Recession, How The Venture Landscape Has Shifted & All Things Valuations, Secondaries and Layoffs  show art 20VC: Elad Gil on Startup Offense and Defence in a Recession, How The Venture Landscape Has Shifted & All Things Valuations, Secondaries and Layoffs

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is one of Silicon Valley's most successful and prominent angels of the last decade with a portfolio including the likes of Stripe, Square, Airbnb, Pinterest, Instacart, Flexport and Brex to name a few. Prior to solely company investing, Elad was an operator as Founder and CEO @ Color Genomics for their first 3 years. Before Color, Elad was a VP of Corporate Strategy @ Twitter following their acquisition of the company he founded, Mixer Labs. Before founding Mixer, Elad spent 3 years at Google where he was involved with 3 acquisition including the Android acquisition. In Today’s Episode...

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20VC: TripActions CEO Ariel Cohen on The Future of Business and Personal Travel & Layoffs; How To Do Them The Right Way & Maintain Company Culture and Morale  show art 20VC: TripActions CEO Ariel Cohen on The Future of Business and Personal Travel & Layoffs; How To Do Them The Right Way & Maintain Company Culture and Morale

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , the company trusted by more than 4,000 companies to manage their business travel and expenses. To date, Ariel has raised more than $980M with TripActions from the likes of Lightspeed, Oren Zeev and a16z to name a few. Prior to TripActions, Ariel co-founded StreamOnce, a business multimedia integration platform which was acquired by Jive Software. Prior to StreamOnce, Ariel led Product Management in a senior leadership role at Hewlett-Packard. In Today’s Episode You Will Learn: 1.) How Ariel made his way into the world of tech and came to change the way...

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20VC: 7 Powers: The Foundations of Business Strategy: Deconstructing Economies of Scale, How To Assess True Market Size, Assessing Risk vs Uncertainty, What “Brand As Power” Really Means with Hamilton Helmer, Managing Partner and Chief Investment Offi show art 20VC: 7 Powers: The Foundations of Business Strategy: Deconstructing Economies of Scale, How To Assess True Market Size, Assessing Risk vs Uncertainty, What “Brand As Power” Really Means with Hamilton Helmer, Managing Partner and Chief Investment Offi

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Managing Partner & Chief Investment Officer @ a long-only public equity fund that selects securities for investment based on Power Dynamics, a proprietary model of fundamental value, developed by Hamilton over decades of strategy consulting with clients such as Hewlett-Packard, Adobe and more. Hamilton is also the author of one of my favourite books, . If that was not enough, Hamilton is also an Instructor in the Economics Department @ Stanford University. In Today’s Episode You Will Learn: 1.) How Hamilton made his way into the world of investing from advising some of...

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20VC: Sarah Kunst on Why There Is Plenty Of Investor Money Still Available, The Megan Markle Effect and How It Impacts Hiring and Talent & Whether GP Commits Prevent Diversity and Inclusion show art 20VC: Sarah Kunst on Why There Is Plenty Of Investor Money Still Available, The Megan Markle Effect and How It Impacts Hiring and Talent & Whether GP Commits Prevent Diversity and Inclusion

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder and Managing Director @ with a portfolio including the likes of StyleSeat, Glow Bar and PlateJoy to name a few. Prior to venture, Sarah served as a senior advisor at Bumble where she focused on their corporate VC arm, Bumble Fund, and on the board of the Michigan State University Foundation endowment. If that was not enough, Sarah is also a contributing editor @ Vanity Fair. Due to her success, Sarah has been named a Future Innovator by Vanity Fair and a top woman in VC by Wall St Journal. In Today’s Episode You Will Learn: 1.) How Sarah made her way into the...

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20VC: Floodgate’s Mike Maples on 3 Key Breakthroughs Startups Experience in Success, The Rise of Angel and Operator Funds, Multi-Stage Funds Re-Entering Seed Investing and The Insight Development Framework show art 20VC: Floodgate’s Mike Maples on 3 Key Breakthroughs Startups Experience in Success, The Rise of Angel and Operator Funds, Multi-Stage Funds Re-Entering Seed Investing and The Insight Development Framework

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is a Founder & Partner @ , one of the leading early-stage firms of the last decade with investments in the likes of Lyft, Twitch, Twitter, Okta and Sonos to name a few. He has been on the Forbes Midas List since 2010 and was also named one of “8 Rising Stars” by FORTUNE Magazine. Before becoming a full-time investor, Mike was involved as a founder and operating executive at back-to-back startup IPOs, including Tivoli Systems (IPO TIVS, acquired by IBM) and Motive (IPO MOTV, acquired by Alcatel-Lucent.) In Today’s Episode You Will Learn: 1.) How Mike made his way from...

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20VC: How Roam Research Analyse Product Design, Team-Building, The Future of Collaboration Tools & Applying Tesla Go-To-Market To Roam with Conor White-Sullivan, Founder & CEO @ Roam Research show art 20VC: How Roam Research Analyse Product Design, Team-Building, The Future of Collaboration Tools & Applying Tesla Go-To-Market To Roam with Conor White-Sullivan, Founder & CEO @ Roam Research

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , the tool taking over our industry providing a seamless note-taking tool for networked thought. Prior to founding Roam, Conor founded 2 prior businesses and also worked at HuffPost as a Co-Founder of HuffPost Labs where he reported directly to Arianna Huffington and HuffPost CTO. In Today’s Episode You Will Learn: 1.) How Conor's high school wrestling career taught him "how to win"? What was the founding story with Roam? How does Conor think about when to stay true to the vision and persist vs when to give up? 2.) How does Conor think about the...

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20VC: Mark Cuban on His Relationship To Wealth and Risk, Why Coming Out of The Pandemic Will Be The Best Time In The History of Mankind To Start A Business & Why Silicon Valley Investors Are Like Old Hollywood show art 20VC: Mark Cuban on His Relationship To Wealth and Risk, Why Coming Out of The Pandemic Will Be The Best Time In The History of Mankind To Start A Business & Why Silicon Valley Investors Are Like Old Hollywood

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is a serial entrepreneur, investor, and owner of the . His career began with his founding of MicroSolutions, a company he went on to sell to CompuServe in 1990. Then in 1995 Mark co-founded Broadcast.com - streaming audio over the internet. In just four short years, Broadcast.com (then Audionet) was sold to Yahoo for $5.6 billion dollars. Following the acquisition in 2000, Mark acquired the Dallas Mavericks where since his taking over they have competed in the NBA Finals for the first time in franchise history in 2006 - and becoming NBA World Champions in 2011. They are currently listed...

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20VC: Framework For Hiring The Best Talent 100% Remotely, Raising $32M From Benchmark and GV Pre-Launch and How To Think Through Capital Efficiency and Runway Today with Jeff Seibert and Wayne Chang, Co-Founders @ Digits show art 20VC: Framework For Hiring The Best Talent 100% Remotely, Raising $32M From Benchmark and GV Pre-Launch and How To Think Through Capital Efficiency and Runway Today with Jeff Seibert and Wayne Chang, Co-Founders @ Digits

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

and are the co-founders @ , the company that gives you a complete, real-time understanding of your expenses, all in just a few clicks. To date, Wayne and Jeff have raised over $32M for Digits from some of the best in the business including Peter Fenton @ Benchmark and Jess Verrilli @ GV and then with the most incredible base of angels with the founders from Box, Github, Stitch Fix, Tinder, Gusto and more. Prior to Digits, Wayne and Jeff co-founded Crashlytics, acquired by Twitter for a 9-figure sum in Jan 2013 and then acquired from Twitter by Google in 2017. If that was not enough...

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20VC: Airtable's Howie Liu on Potential Consolidation In The Collaboration Tools Market, The Transition From Peacetime To Wartime CEO & How To Make The Move To Remote Work Successful; The Process Beyond The Tools show art 20VC: Airtable's Howie Liu on Potential Consolidation In The Collaboration Tools Market, The Transition From Peacetime To Wartime CEO & How To Make The Move To Remote Work Successful; The Process Beyond The Tools

The Twenty Minute VC: Venture Capital | Startup Funding | The Pitch

is the Founder & CEO @ , the all in one collaboration platform that has taken so much of our ecosystem by storm. To date, Howie has raised over $170M from some of the best in the business including Benchmark, Thrive, Coatue, Caffeinated Capital, Founder Collective, CRV and Freestyle to name a few. Prior to founding Airtable, Howie was the Co-Founder @ Etacts, an automated intelligent CRM that was acquired by Salesforce just 9 months after creation. Howie then led the social CRM product at Salesforce. Fun fact, Howie started his career as an intern at Freestyle Ventures. In...

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Sid Sijbrandij is the Founder & CEO @ Gitlab, a single application for the entire software development lifecycle. From project planning and source code management to CI/CD, monitoring, and security. To date, Sid has raised over $145m in funding for Gitlab from the likes of GV, August Capital, YC, Khosla and Goldman Sachs just to name a few. What is incredible, Sid has scaled the team to over 762 team members across 55 countries and is famed for his openness and transparency on how he builds both the product and company. You can find the fantastic Gitlab handbook here.

In Today’s Episode You Will Learn:

1.) How Sid made his way into the world of startups, learned Ruby in the early days and came to found Gitlab? What was that a-ha moment?

2.) In 2019 Gitlab is growing from 400 to 1,000 people, what are the biggest challenges that come with such operational growth? How does one hire at such pace and retain quality? How does Sid think about the right way to onboard new employees? How does Sid think about KPI and goal setting in the early days? 

3.) Today all 750 Gitlab employees are remote, what does Sid believe is the secret to making remote teams work at scale? How does Sid think about the balance between fast shipping cadence and perfect product releases? Why does Sid believe, "you have to have a low level of shame on the product you release"?

4.) How does Sid think about operating Gitlab as a totally transparent company? What does that mean both in reality and in process? Why does Sid believe it is optimal to have a roadmap that is open for everyone to see? What are the pros? What are the cons of such transparency? How do competitors respond? 

5.) If every great business is bundling or unbundling, where does Sid believe he and Sid are in the process today? How does Sid think about being too much to too many people? How does the open-source community really come into play in the development of Gitlab?

Items Mentioned In Today’s Show:

Sid’s Fave Book: High Output Management

As always you can follow HarryThe Twenty Minute VC and Sid on Twitter here!

Likewise, you can follow Harry on Instagram here for mojito madness and all things 20VC.