1,187 episodes

The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman.

If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch Harry Stebbings

    • Business
    • 4.4 • 152 Ratings

The Twenty Minute VC (20VC) interviews the world's greatest venture capitalists with prior guests including Sequoia's Doug Leone and Benchmark's Bill Gurley. Once per week, 20VC Host, Harry Stebbings is also joined by one of the great founders of our time with prior founder episodes from Spotify's Daniel Ek, Linkedin's Reid Hoffman, and Snowflake's Frank Slootman.

If you would like to see more of The Twenty Minute VC (20VC), head to www.20vc.com for more information on the podcast, show notes, resources and more.

    20Product: How Canva Builds Products: Lessons Learned, What Works? What Flopped? The Top 5 Product Lessons in Scaling to 185M Monthly Active Users with Canva Co-Founder and Chief Product Officer, Cameron Adams

    20Product: How Canva Builds Products: Lessons Learned, What Works? What Flopped? The Top 5 Product Lessons in Scaling to 185M Monthly Active Users with Canva Co-Founder and Chief Product Officer, Cameron Adams

    Cameron Adams is Chief Product Officer and co-founder of Canva where he is responsible for heading up the design and product teams. Since launching in 2013, Canva’s global community has grown to over 185 million monthly users in over 190 countries. In 2021, Canva was valued at $40 billion, following a $200m funding round. This saw it become one of the most valuable private software companies in the world. Prior to joining Canva, Cameron found himself working closely with Lars and Jens Rasmussen (co-founders of Google Maps) to realise the design vision for Google Wave.

    In Today's Episode with Cameron Adams:
    1. From Accidental Joining to Most Valuable Private Company:

    How did Cameron go from working on Google wave with Lars Rasmussen to co-founding Canva with Mel and Cliff? What was the single closest near-death experience in the life of Canva? Why did Canva fail as a social network? What did Cameron learn from that?
    2. How to Create Users that Truly Love Your Products:

    What have been Canva's biggest lessons on what it takes to do world class onboarding? What is Cameron biggest advice to founders on how to create moments of delight in your product? Is simplicity always best in product? What, when made more complex, is better for the user?
    3. Scaling Canva into the Enterprise:

    What are the biggest product changes that are required to move into enterprise? What does Cam know about moving up market that he wishes he had known when he started? What are the biggest product and design mistakes founders make when making the transition from PLG to enterprise sales?
    4. AI Changes Everything: More Money or Better Products Only

    Who will win the foundation model layer landscape? What will it be in 10 years? Will companies actually make more revenue from having AI in products or will it just create better products? How does Canva's implementation of AI in their products impact the margins of their products?  

    • 49 min
    20VC: Brex CEO Pedro Franceschi on What Brex Needs to do to be a Public Company | Brex vs Ramp: Who Wins and How Does it Play Out | Battling Founder Mental Health and The Importance of Secondaries for Founders

    20VC: Brex CEO Pedro Franceschi on What Brex Needs to do to be a Public Company | Brex vs Ramp: Who Wins and How Does it Play Out | Battling Founder Mental Health and The Importance of Secondaries for Founders

    Pedro Franceschi is the Co-Founder and CEO @ Brex, the AI-powered spend platform with tens of thousands of customers, including DoorDash, Coinbase, Robinhood and Roblox. Pedro has raised over $1.2BN for the company from the likes of Greenoaks, Ribbit, DST, Bond and YC. The latest reported valuation was $12.3BN. Before Brex, Pedro was the first person to “jailbreak” the iPhone 3G in Brazil and co-founded payments company Pagar.me with Dubugras when he was 15. In three years, Pedro scaled it to over 100 people and US$1.5 billion in transactions processed.

    In Today's Episode with Pedro Franceschi We Discuss:
    1. The Challenge is in Your Own Head:

    Why does Pedro believe all founders underestimate their own mental health? When was Pedro most anxious/depressed in the Brex journey? Why? What have been the single biggest needle movers for increasing his own mental health? How does Pedro advise other founders struggling with their own mental health?
    2. From a 13-Year-Old Hacker in Brazil to Billionaire in LA:

    How did Pedro come to make $200K on the internet when he was just 12? Does Pedro agree that the best founders always started entrepreneurial pursuits young? How does Pedro reflect on his own relationship to money today? How has it changed? Pedro has famously taken large secondaries, how did that impact his mindset? How does Pedro advise other founders and VCs when it comes to secondaries?
    3. The Importance of the Idea: What Everyone Misunderstands:

    What does Pedro mean when he says everyone does not appreciate enough how important the idea selection process is? How does he advise founders entering this process? Why does Pedro believe it is not that easy for founder to just pivot to a new idea? How did YC almost miss out on investing in Brex, now a $12BN company, due to the original idea?
    4. Brex vs Ramp: Who Wins:

    How does Pedro feel when I say, "Ramp have gotten ahead on marketing and visibility"? Why does Pedro believe that "Ramp is a marketing company"? What does he mean when he says "great products will win over time"? Why does Pedro fundamentally disagree with Ramp's positioning of the best companies focus on saving and their giving away their software for free? How does this market play out over time? Winner take all or gains split across several?  

    • 50 min
    20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greyloc

    20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greyloc

    Saam Motamedi is a General Partner at Greylock, where he has led investments in Abnormal Security (incubated at Greylock), Apiiro Security and Opal Security, as well as AI companies like Adept, Braintrst, Cresta, Predibase, Snorkel, and more. Before Greylock, Saam founded Guru Labs, a machine learning-driven fintech startup, and worked in product management at RelateIQ, one of the first applied AI software companies.

    In Today's Conversation We Discuss:
    1. Seed Today is Frothier than 2021:

    How does Saam evaluate the seed market today? With seed pricing being so high, how does he reflect on his own price sensitivity? When does he say too much and does not do it? Despite seed pricing being higher than ever before, why does Saam believe it is rational? How has the competition at seed changed in the last few years?
    2. Series B and Growth are not a Viable Asset Class Today:

    Why does Saam believe that you cannot make money at Series B today? Why has pricing gone through the roof? Who is the new competition? When does it make sense to "play the game on the field" vs say this is BS and do something else? What would need to happen in the public markets for Series B to be a viable asset class again?
    3. Markets vs Founders: The Billion Dollar Mistake and Lessons:

    How does Saam prioritise between founder vs market? What have been Saam's biggest lessons when it comes to market sizing and timing? What is Saam's biggest miss? How did it change his approach and company evaluation? Which other VC would Saam most like to swap portfolios with? Why them?
    4. Saam Motamedi: AMA:

    What does Saam know now that he wishes he had known when he got into VC? Saam has had a meteoric rise in Greylock, what advice does Saam have for those younger investors look to really scale within a firm? Sourcing, selecting and servicing: Where is he best? Where is he worst? Why does Saam believe that most VCs do not add value? 20VC: Why We Are in a Bubble & Now is Frothier Than 2021 | Why $1M ARR is a BS Milestone for Series A | Why Seed Pricing is Rational & Large Seed Rounds Have Less Risk | Why Many AI Apps Have BS Revenue & Are Not Sustainable with Saam Motamedi @ Greylock

    • 1 hr 6 min
    20Sales: Biggest Lessons Scaling Hubspot from $0-$100M in ARR, The Framework for How Startups Should Scale into the Enterprise, How to do Channel Partnerships Right and How to Construct Sales Comp Plans Early On with Mark Roberge

    20Sales: Biggest Lessons Scaling Hubspot from $0-$100M in ARR, The Framework for How Startups Should Scale into the Enterprise, How to do Channel Partnerships Right and How to Construct Sales Comp Plans Early On with Mark Roberge

    Mark Roberge is a Co-Founder and Managing Director at Stage 2 Capital and a Senior Lecturer at the Harvard Business School. Prior to these roles, Mark was the founding CRO at HubSpot, where he scaled ARR from $0 to $100 million and expanded his team from 1 to 450 employees. Mark was ranked #19 in Forbes' Top 30 Social Sellers in the World. He was also awarded the 2010 Salesperson of the Year at the MIT Sales Conference.

    In Today's Episode with Mark Roberge We Discuss:
    1. Biggest Lessons Scaling Hubspot to $100M in ARR:

    What are Mark's biggest lessons in what worked in their sales strategy in scaling to $100M in ARR? What elements of Hubspot's sales strategy did not work? What would he have done differently with the benefit of hindsight? What does Mark know now that he wishes he had known when he started at Hubspot?
    2. How the Best Startups Scale into Enterprise:

    What are the single biggest mistakes startups make when scaling into enterprise? When is the right time? What do founders get most wrong on timing of scale into enterprise? What do you need to have in place both from a team and product perspective to make the transition?
    3. Second Product and Second Channel:

    When is the right time to launch the second product? Why does Mark believe that you should be turning down customers in the early days? Why is not every customer right for your company? How does Mark think about channel diversification? Does Mark agree you only need one channel to scale to $50M in ARR and two to scale to $100M in ARR?
    4. 99% of SaaS Founders Do Partnerships Wrong:

    What are the single biggest mistakes founders make when doing channel partnerships? What can and should they do to set channel partnerships up for success? What do the channel partners need to have to be equipped to sell the partner solution? What level of buy-in and from who on the channel partner side is needed for the partnership to be successful? What did Mark learn from Hubspot's partnership with Salesforce scaling to 10% of Hubspot's revenue?  

    • 40 min
    20VC: ServiceTitan Would Not Be the Success if We Raised VC Earlier: How to Build a Dominant Vertical SaaS Business, How to Master Going Into Enterprise, When & How to Launch Second Products with Ara Mahdessian, Co-Founder @ServiceTitan

    20VC: ServiceTitan Would Not Be the Success if We Raised VC Earlier: How to Build a Dominant Vertical SaaS Business, How to Master Going Into Enterprise, When & How to Launch Second Products with Ara Mahdessian, Co-Founder @ServiceTitan

    Ara Mahdessian is the Co-Founder and CEO @ ServiceTitan, one of the great vertical SaaS business of the last decade. Today the company powers over 11,800 trade customers and has raised over $1.4BN from some of the best including Bessemer, Battery, Index, ICONIQ and more. Their latest valuation pegged the business at a reported $7.3BN.

    In Today's Episode with Ara Mahdessian We Discuss:
    1. We Did Not Want To Raise VC Money:

    Why did Ara not want to raise VC funding in the early days? What convinced Ara to change his mind? Why did he choose Byron and Bessemer? Does Ara believe that ServiceTitan would have been the success that it is, if it had raised in today's market, a $5M on $25M seed round? What would they have done differently?
    2. How to Master Going Upmarket:

    What are Ara's biggest lessons on what it takes to go upmarket? How does the product need to change? How does the org of the company change? When is the right time to go upmarket? What did ServiceTitan get wrong in their move into enterprise? What did Ara learn from this?
    3. How to Build a Brand in SaaS and Have Premium Pricing:

    What are some of Ara's biggest lessons in how to build the best brand in vertical SaaS? What works in brand building in SaaS? What does not? What would he do differently? What have been Ara's biggest lessons on pricing? ServiceTitan is 3x their competitors, how does Ara think about what is required to have such premium pricing?
    4. How to Master the Second Product & Be the Best at Customer Success:

    When is the right time to do a second product? Why is it too late to wait for PMF with your first product to do the second product? What product did ServiceTitan wait too long to release? What did they learn? What product did they release too early? What did they learn? What are the two core reasons why customer success is the most important element in a business?
    5. The Core Pillars of Great Leadership:

    Why do product builder founders have such an increased chance of success in startups? Why do you have to have expertise in the domain you are hiring for to hire the best? What does truly great leadership mean to Ara today? How has his style of leadership changed? What has Ara learned from soccer that he has applied to being a CEO?  

    • 51 min
    20VC: The Sequoia Investment Process | Investing Lessons from Doug Leone, Roelof Botha & Alfred Lin | Sequoia's Framework for Analysing Founders | The True Benefit of Having Sequoia on a Cap Table & Sequoia's Biggest Threat with Pat Grady

    20VC: The Sequoia Investment Process | Investing Lessons from Doug Leone, Roelof Botha & Alfred Lin | Sequoia's Framework for Analysing Founders | The True Benefit of Having Sequoia on a Cap Table & Sequoia's Biggest Threat with Pat Grady

    Pat Grady is one of the most successful growth investors of the last decade. As the Head of Sequoia's growth investing practice, Pat has invested in companies with a combined market cap exceeding $250BN. Among Pat's immense portfolio is Hubspot, Snowflake, ServiceNow, Okta, Amplitude, Zoom and Qualtrics. Pat is also one of the best acquirers of talent in venture hiring Andrew Reed, Matt Huang, Julien Bek.

    In Today's Episode with Pat Grady We Discuss:
    1. The Sequoia Investment Process:

    What is the Sequoia investment process today? How has it changed over time? What could be improved about the process? Where is it weak? What is the biggest strength of the process? How do Sequoia remove politics from the investment decision-making process? Are the best deals "contrarian"? What does Pat mean when he says you do not "get extra points for being contrarian and right"?
    2. What Sequoia Look for When Investing:

    What is Pat's framework for assessing founders? How does it differ when investing early vs late? Team, traction, TAM, how does Pat rank the three when investing? What have been Pat's biggest lessons on market sizing? Does Pat take market timing risk? How much weight does Pat place on "traction" when investing? How sustainable is PMF?
    3. The Three Core Pillars of Venture:

    Sourcing: What does Pat rank Sequoia for sourcing? Who is the best at sourcing in the firm? Selecting: How does Pat rank Sequoia at picking? How has it changed over time? What could Sequoia do to improve their picking ability? Servicing: What does Pat give Sequoia for their "value add"? To what extent does Pat truly believe that venture investors do add value?
    4. Pat Grady: AMA:

    Pat has hired some of the best in the next generation of venture investors; what are his biggest lessons in what he looks for when hiring investing talent? What is his single biggest takeaway from working with Alfred Lin, Roelof Botha and Doug Leone? What are his biggest takeaways from working with Hubspot, Snowflake and ServiceNow?  

    • 1 hr 8 min

Customer Reviews

4.4 out of 5
152 Ratings

152 Ratings

ExamStudyExpert ,

Phenomenal advice for founders and start ups

An incredible line up of guests, skilfully interviewed to extract the secrets of success to building a high growth start up today.

TheAlchemist01 ,

Everything wrong with tech today

Privilege breeding Privilege…this guy has no clue about the work it takes to build a business from the group and even less of start-ups…

BizBoz415 ,

host gives me a headache

I get a headache listening to the host. maybe there’s some good content but i couldn’t get that far

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