20VC: Figma Founder, Dylan Field on How Leadership Needs To Evolve with Scale, The Transition from Application to Platform & The Future of Remote Work, Education and Digital Spaces

Dylan Field is the Founder & CEO @ Figma, the company that helps teams create, test, and ship better designs from start to finish and is one of 2020’s fastest-growing companies. To date, Dylan has raised over $132M with Figma from some of the best including Sequoia, a16z, Index, Greylock, Founders Fund and Kleiner Perkins. Figma’s latest round valued them at a reported $2Bn. Prior to founding Figma, Dylan enjoyed internships at Flipboard, LinkedIn and O’Reilly Media.

CLICK TO LISTEN ON ITUNES

In Today’s Episode You Will Learn:

1.) How Dylan made his way from an internship at O’Reilly Media and a Thiel Fellowship to founding Figma, one of the fastest-growing unicorns?

2.) How does Dylan feel about the future of education? What core questions do students need to ask before entering? How does Dylan assess the impact of the Thiel Fellowship today? Why does Dylan believe that everyone should be an intern? What did he take from that experience?

3.) How would Dylan describe his leadership style today? How has it changed over time? How did he get past micro-managing in the early days and learn to delegate? How does Dylan think about insecurity and vulnerability as a young leader today?

4.) What does Dylan forsee as the biggest challenges in Figma’s transition from application to platform? How does Dylan evaluate the success of the Figma plugin ecosystem? How does Dylan think about the right cadence to roll out new products? How does Dylan think about catering to power users vs catering to the standard everyday user?

5.) What have been the most significant impacts of COVID for Figma? Why did Dylan choose to adopt a hybrid model for Figma in terms of working styles moving forward? What have been Dylan’s biggest lessons of what it takes to attract the very best talent? What works? What does not?

Item’s Mentioned In Today’s Episode

Dylan’s Favourite Book: Snow Crash

As always you can follow Harry and The Twenty Minute VC on Twitter here!

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

20VC: Hopin, The Breakout Startup of 2020 on Scaling from 10 to 230 People and $174M in Funding in just 13 Months, The 3 Phases of Startup Scaling, How To Lead Remote Teams Effectively, The Future of Events Post-COVID and more

Johnny Boufarhat is the Founder & CEO @ Hopin, one of the fastest-growing companies on the planet, providing an online events platform where you can create engaging virtual events that connect people around the globe. In the last 13 months, Johnny has raised over $174M for Hopin from the likes of Accel, IVP, Slack, Northzone, Coatue, Salesforce and of course, 20VC Fund. With the funding, again in just 13 months, Johnny has grown the team from 10 people to over 210 people in 37 countries. In October of this year, Semil Shah awarded Hopin the label, “The Breakout Tech Startup Of 2020”.

CLICK TO LISTEN ON ITUNES

In Today’s Episode You Will Learn:

1.) How Johnny made his way into the world of startups and how severe health challenges led to his realisation and founding of Hopin?

2.) What have been Johnny’s biggest lessons scaling the team from 10 to 235 in just 12 months? What start to break and when? What does Johnny believe are the 3 stages of startup growth? What have been Johnny’s learnings on what it take to acquire the very best talent?

3.) Why does Johnny believe that remote has so fundamentally changed the game? How does remote culture differ to physical culture? What advice does Johnny have for those shifting from physical to remote? Where does Johnny see so many make mistakes with the remote model?

4.) Why does Johnny believe fundraising is a game of leverage? How does Johnny advise founders to structure their raise? Should they shop their term sheets around? Should founders always be raising? How should they think through pre-emptive round? How does COVID change the world of fundraising?

5.) What does the world of virtual events look like in a post COVID world? What events will remain virtual? What will not? How does Hopin expand beyond purely events into the much wider “connection” space? How does that look both from M&A and product expansion?

Item’s Mentioned In Today’s Episode

Johnny’s Favourite Book: Nineteen Eighty-Four

As always you can follow Harry and The Twenty Minute VC on Twitter here!

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

20VC: Reid Hoffman on Investing in Airbnb and Passing on Stripe, The Different Styles of Truly Great Leaders, How To Think Through Ownership and Price in Venture & How To Ensure Venture Partnerships Always Have Trust and a Learning Mindset

Reid Hoffman is a Silicon Valley stalwart in the modern technology world. On the investing side, he is a Partner @ Greylock, one of the leading venture firms of the last 2 decades with a portfolio including Facebook, Airbnb, Dropbox, Figma, Appdynamics and Okta to name a few. Reid has led investments in Airbnb, Convoy, Coda and Aurora to name a few. As an operator, Reid co-founded LinkedIn, the world’s largest professional network and before LinkedIn, Reid served as executive vice president at PayPal, where he was a founding board member. If that was not enough, Reid is the co-author of Blitzscaling and two New York Times best-selling books: The Start-up of You and The Alliance

CLICK TO LISTEN ON ITUNES

In Today’s Episode You Will Learn:

1.) How Reid made his way into the world of startups, came to found Linkedin and how that led to his joining Greylock?

2.) Does Reid consider himself an innate and natural leader today? How has his leadership style changed over time? What elements does Reid struggle with? How has he scaled to these leadership challenges? What does Reid believe are the different strands of leadership?

3.) How does Reid think about what separates the good from the great board members? What is the biggest danger for board members today? How do the very best founders manage their boards? How does Reid think about the weight of his words today?

4.) How does Reid think about the importance of ownership? How does Reid analyse price today? What was the story behind Greylock investing in Airbnb? What did Reid see so clearly and before anyone else saw it? What is the story with Stripe? Why did Reid turn Stripe down?

5.) How does Reid think about ensuring venture partnerships always have a learning mindset? What can be done deliberately to ensure this? Where do many people struggle here? How can partners develop trust within venture partnerships? Where does trust most often break down?

Item’s Mentioned In Today’s Episode

Reid’s Favourite Book: Thinking, Fast and Slow, Amusing Ourselves to Death: Public Discourse in the Age of Show Business

As always you can follow Harry and The Twenty Minute VC on Twitter here!

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

20VC: Stitch Fix Founder Katrina Lake on Growth vs Profitability, Her Biggest Lessons From Working with Bill Gurley at Benchmark and The Importance of Mental Flexibility as a Leader

Katrina Lake is the Founder & CEO @ Stitch Fix, a multi-billion dollar public company, which has brought an entirely new model to retail apparel by combining data science, technology, and personal stylists, to create a unique
shopping experience tailored to the individual consumer. Prior to their IPO in 2017, Katrina raised just $42M in venture funding from some of the best in venture including Bill Gurley @ Benchmark and Steve Anderson @ Baseline. In just 6 years Katrina took the company from founding moment to $2BN IPO and was even cash flow positive after just 3 years. If that was not enough, Katrina is also on the board of both Grubhub and Glossier.

CLICK TO LISTEN ON ITUNES

In Today’s Episode You Will Learn:

1.) How Katrina made her way from being an associate at a venture firm to reshaping the world of fashion with Stitch Fix?

2.) On reflection, is Katrina happy that the business was forced to be so capital efficient so early? What did Katrina do to structure the business and their inventory management to presever cash? How does Katrina think about the balance between growth vs profitability?

3.) What have been some of Katrina’s biggest lessons from working with Bill Gurley? How does Katrina ensure not to overweight his opinion on the board? What have been Katrina’s biggest lessons on effective board management? How has being on the Grubhub and Glossier board changed the way she operates the Stitch Fix board?

4.) How does Katrina think about imposter syndrome and self-doubt today? How does she remedy it? How does Katrina ensure she remains on the front lines with customers despite being a public company CEO? What benefits are there for founders to stay in the trenches even when a large company?

5.) How does Katrina think on the importance for founders to have a vision today? Where do they need to be flexible? What are some dangers or pitfalls associated with “the vision”? How far are Stitch Fix along in cementing their vision?

Item’s Mentioned In Today’s Episode

Katrina’s Favourite Book: Between The World And Me

As always you can follow Harry and The Twenty Minute VC on Twitter here!

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

20VC: Robinhood Founder Vlad Tenev on The Single Most Important Thing Leadership is Responsible For, How To Manage Fear and Self-Doubt as a Leader & The Future of Fintech; Bundled or Unbundled

Vlad Tenev is the Co-Founder & CEO @ Robinhood, the company that provides commission-free investing, plus the tools you need to put your money in motion. To date, Vlad has raised over $2.2BN with Robinhood from some of the very best in the business including Sequoia, Greenoaks, Index, DST, Ribbit, IVP, Thrive, NEA, GV and more incredible names. Before Robinhood, Vlad started two finance companies in New York City.

CLICK TO LISTEN ON ITUNES

In Today’s Episode You Will Learn:

1.) How Vlad made his way from Bulgaria to studying Math at Stanford to founding one of the fastest growing companies of the decade in Robinhood?

2.) How does Vlad describe his own style of leadership today? How has this changed with the scaling of the business? What phase has been the most challenging? Why does Vlad think so much about “the tempo” of the company? What can you do to ensure the highest tempo?

3.) How does Vlad think about self-doubt as a leader when recognising the sheer size of the Robinhood team today being over 1,000? How does Vlad analyse the role that fear has to play in leadership? How does Vlad manage the weight of expectation? What works? What does not?

4.) What have been Vlad’s lessons in what it takes to acquire the very best talent? Where do many founders make mistakes here? How does Vlad think about the role of mentorship with young team members? Why and how does Vlad bet so big on giving young team members responsibility?

5.) How does Vlad assess the current state of the fintech landscape today? Does Vlad believe we are entering a period of bundling or unbundling? Will we see the continued rise in the M&A activity we saw earlier this year? Why? What is likely to change in 2021?

Item’s Mentioned In Today’s Episode

Vlad’s Favourite Book: The Mars Project

As always you can follow Harry and The Twenty Minute VC on Twitter here!

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

1 2 3 4 5 148