20Product: Calendly CPO Annie Pearl on Why All PLG Companies Eventually Need to Embrace Enterprise, Why it is Easier to Scale into Enterprise than Visa Versa and the Calendly PLG Playbook; What Works and What Does Not?
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Release Date: 08/31/2022
20VC: Ramp's Product Playbook: How To Hire Product Teams, How to Run Sprints, How to Increase Product Velocity, When and How to Go Multi-Product with Geoff Charles, VP Product @ Ramp
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Geoff Charles is the VP of Product at , leading the product management, operations, and support teams. Prior to Ramp, Geoff helped spin off Mission Lane and scale credit products to millions of consumers. He started his career advising Fortune 100 financial services companies. In Today's Episode with Geoff Charles We Discuss: 1. How to Become a Product Leader: How did Geoff make his way into the world of product? What are the single most important skills for product people to learn early? What are the biggest mistakes that product people make early in their career? 2. When and Who...
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20VC: From Construction Worker to Billionaire CEO; The 21-Year Epic Journey of Procore to an $8.6BN Company, Advice from Tobi at Shopify on Being a Great CEO & Why The Idea of "Becoming an Entrepreneur" is BS with Tooey Courtemanche
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Tooey Courtemanche, Jr. is the Founder, CEO, President, and Chairman of the Board of . He founded Procore in 2002 with a mission to connect everyone in construction on a global platform. After 13 years of business, the company had just $9.6M in revenue, 8 years after that they have over $890M in revenue. Under his leadership, Procore has grown to become a leading global provider of construction management software, connecting over 2 million users across 150+ countries. Today Procore trades on the New York Stock Exchange under the ticker PCOR. Huge thanks to Brian @ and Will @ Iconiq for some...
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20VC: HelloFresh CEO on Why When You Raise VC You Only Have Two Options, Why Your IPO Price is Irrelevant, Why Timing is So Important in Going Public & Why D2C is Not Dead with Dominik Richter
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Dominik Richter is the Founder & CEO @ , one of the largest direct-to-consumer businesses of the last decade and the #1 recipe box delivery service. Fun fact, two of the three biggest cooking facilities in North America are HelloFresh facilities with the third being Disney World Orlando. Dominik has made over 40 angel investments in the EU and the US. In Today's Episode with Dominik Richter We Discuss: 1. The Founding of One of the Largest D2C Companies: How did Diminik's dreams of being a footballer translate to founding HelloFresh? What does he know now that he wishes he had...
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20Growth: The Golden Rule to $100M in ARR, Why CAC to LTV is BS Early On, Why Your First Growth Hire Should Be a Former Founder & How Ramp Does 200 Growth Experiments Per Quarter with Guillaume Cabane
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Guillaume Cabane is a growth advisor to high-growth SaaS Startups, including , Spot, Airbyte, G2, Gorgias, Metadata, , and others. Guillaume held VP of Growth roles at Drift, Segment, and other successful startups, where he helped them grow from ~50 to 300. Prior, Guillaume spent 6 years at Apple. In Today's Episode with Guillaume Cabane We Discuss: 1. Entry into Growth: How did Guillaume make his way into the world of growth? What are 1-2 of his biggest lessons from him time at Segment where he 4x revenue? What does Guillaume know now that he wishes he had known when he entered...
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20VC: Keith Rabois and Mike Shebat on Creating an Olympian Mindset to Work Ethic, Why First-Time Founders are Better Than Serial Entrepreneurs, Why Remote Work Does Not Work, Why the Best Founders Always Start in their Teens & Why Companies are Cults?
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Keith Rabois is a General Partner @ , one of the world's best venture funds with a portfolio including the likes of Facebook, SpaceX, Anduril, Tesla and many more. For the last 23 years straight, Keith has either invested in or founded a $BN company. Keith is also the Co-Founder and CEO @ Openstore, the company that will buy or run your Shopify business. Mike Shebat is the Founder and CEO @ , the company providing industrial staffing when and where you need it. To date, Mike has raised $49M with Traba from some of the best including Founders Fund, General Catalyst and Khosla Ventures. In...
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20VC: AI's Biggest Questions: The Commoditisation of LLMs, Open vs Closed: Who Wins, Model Size vs Data Quality, Why Google are Vulnerable and Apple are the Dark Horse
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Des Traynor is a Co-Founder of , and has built and led many teams within the company, including Product, Marketing, and Customer Support. Yann LeCun is VP & and Silver Professor at NYU affiliated with the Courant Institute of Mathematical Sciences & the Center for Data Science. He was the founding Director of FAIR and of the NYU Center for Data Science. Emad Mostaque is the Co-Founder and CEO @ , the parent company of Stable Diffusion. Stability are building the foundation to activate humanity’s potential. Jeff Seibert is the Founder & CEO...
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20VC: Why OpenAI Will Become an Infrastructure Play, Why Apple Will Win in an AI World, Why Google is the Most Vulnerable Incumbent, Will LLMs Be Commoditised, Which Startups Are Thin vs Thick Wrappers on Top of LLMs with Jeff Seibert, Founder @ Digits
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Jeff Seibert is the Founder & CEO @ , building the future of AI-powered accounting. Digits have raised funding from the likes of Peter Fenton @ Benchmark and 20VC. Jeff previously served as Twitter's Head of Consumer Product, a position he came to following the acquisition of his prior company, Crashlytics. Today, Crashlytics is the de-facto mobile crash reporting solution for iOS and Android and runs on over 6 Billion monthly active smartphones worldwide. In Today's Episode with Jeff Seibert We Discuss: 1. The Art of the Pivot: What are Jeff's biggest pieces of advice to founders...
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20VC: The Ultimate Hiring Playbook: Five Questions to Ask Every New Hire | What Makes Truly Great Leaders and How They Give Feedback | Do VCs Really Add Value; Lessons from Hard Fundraises with Matteo Franceschetti, Co-Founder @ Eight Sleep
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Matteo Franceschetti is the Co-Founder and CEO @ , a company dedicated to fueling human potential through optimal sleep. To date, Matteo has raised over $160M for the business from the likes of Founders Fund, , Naval Ravikant, Kevin Hart, AROD and many more. In Todays Episode with Matteo Franceschetti We Discuss: 1. Why Did Sleep Need "Solving": Why did Matteo decide he wanted to spend decades of his life-solving sleep? If Matteo has known how hard it was going to be, would he do it again? What does Matteo know now that he wishes he had known at the start of the journey? 2. Hiring...
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20VC Will Seed Pricing Remain High | Where is the Funding Crunch? | Three Core Elements Required to Raise a Series B/C | Why AI is Like the Lottery Today | Why Now is the Best Time to be Investing in Crypto | Why Investors Do Not Want to Reprice Companies
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
is a Managing Partner @ Union Square Ventures, one of the leading early-stage firms of the last decade with investments in Twitter, Twilio, Coinbase and many more. is a General Partner @ Lightspeed where she has led investments or sits on the board of Calm, Cameo and LunchClub to name a few. is a Managing Partner @ Forerunner Ventures, the leading early-stage consumer fund. Eurie has led investments and sits on the board of Oura, The Farmers Dog, Curology and more. In Today's Roundtable We Discuss: 1. Seed Rounds: Is it even possible for traditional seed funds to investing so...
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20VC: How to Survive and Thrive in a World of OpenAI, Are LLMs Being Commoditised, Where Does the Value Lie; Infrastructure or Application Layer, How Apple Could Win in a World of AI, How Amazon Could Threaten OpenAI and Why Google Struggle with Des Trayn
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Today Des leads all Intercom’s R&D efforts, and parts of Intercom’s marketing. In Today's Episode with Des We Discuss: 1. From Consultancy to Founding a Unicorn: What was the founding a-ha moment for Des and the team with Intercom? Why does Des believe that most startup advice is BS and outdated in 5 years? What does Des know now that he wishes he had known when he started? 2. LLMs: The World is Not Equal: What does Des mean...
info_outlineAnnie Pearl is the CPO @ Calendly, the company that makes scheduling meetings simple and painless. The company now has over 10M users around the world and over 50,000 companies loving the product. As for Annie, before Calendly, Annie led Glassdoor's product vision and user experience, managing a 70 person product and design org. Prior to Glassdoor, Annie led enterprise product teams at Box both before and after their 2015 IPO. If this was not enough, Annie is also on the Board of WorkRamp and Well Health.
In Today's Episode with Annie Pearl We Discuss:
1.) Entry into Product From Consulting:
- How did Annie make her way into the world of product and come to lead product teams at Box and GlassDoor?
- What are 1-2 of her biggest takeaways from her time at Box and GlassDoor? How did they impact her product mindset?
- What does Annie know now that she wishes she had known when she started in product?
2.) PLG vs Enterprise: What, When, How:
- Is it possible to do PLG and top-down enterprise strategy together from Day 1?
- Why does every PLG company eventually have to adopt an enterprise strategy?
- What are the single biggest challenges companies face when moving to enterprise?
- How do founders know when is the right time to make this transition?
- How do founders need to restructure their org to make the transition to enterprise?
3.) Building the Product Bench: Hiring:
- When is the right time to hire your first product leader? What are the core signals?
- What are the core character traits needed for a first product leader?
- How do we specifically structure the interview to test for them?
- Who do we bring into the interview process from other parts of the org?
- Do we do case studies with candidates? If so, how long do they have with the data? What is the difference between good vs great with case studies?
4.) Product Strategy, Reviews and Alignment:
- How does Annie assess how often product strategy should be reviewed? When should it change?
- How does Annie approach post-mortems? What is the right way to structure them?
- How does Annie create alignment between sales and product? Why is this so important?
- What is the single biggest product mistake Annie has made? What did she learn?