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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 note ...
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Rich Maloy

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Quick advice to help startup founders fundraise better. Founders, do you feel like you're fundraising on an uneven playing field? You are. The VC minute is here to help you level up. Venture capitalists navigate pitches and negotiate investments every day. They know the ins and outs and are up-to-date on the current funding environment. But as a founder, it may be your first foray into fundraising, and no matter how much success you've had in other areas nothing truly prepares you for the fu ...
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Guillaume Cabane is a growth advisor to high-growth SaaS Startups, including Ramp, Spot, Airbyte, G2, Gorgias, Metadata, Madkudu, 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…
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Founders should to look beyond dilution in term sheets, focusing on board configuration's significance and understanding the option pool's impact. AJ offers words of encouragement, emphasizing resilience and daily learning for success in the competitive market. About QuotaPath QuotaPath brings ownership and accountability to your compensation proce…
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Keith Rabois is a General Partner @ Founders Fund, 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 you…
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Des Traynor is a Co-Founder of Intercom, and has built and led many teams within the company, including Product, Marketing, and Customer Support. Yann LeCun is VP & Chief AI Scientist at Meta 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…
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Jeff Seibert is the Founder & CEO @ Digits, 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 …
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Matteo Franceschetti is the Co-Founder and CEO @ Eight Sleep, 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, Ryan Petersen, Naval Ravikant, Kevin Hart, AROD and many more. In Todays Episode with Matteo Franceschetti We Discuss: 1. Why Did …
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Rebecca Kaden 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. Nicole Quinn is a General Partner @ Lightspeed where she has led investments or sits on the board of Calm, Cameo and LunchClub to name a few. Eurie Kim is a Managing Partne…
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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 …
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Ryan Petersen is Founder & CEO @ Flexport, a leader in global supply chain technology. In 2022, Flexport moved more than $26 billion of merchandise. Over the last 10 years, Ryan has raised close to $2.5BN for the business with the latest valuation pegging the business at $8BN. Prior to starting Flexport, Ryan was the founder and CEO of ImportGenius…
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Chris Degnan serves as Snowflake’s Chief Revenue Officer and has been with the company since 2013. Starting as employee #13 and Sales employee #1, Chris built a go-to-market strategy from the ground up, driving sustained high growth and global reach. Under his sales leadership, Snowflake has grown its annual product revenue from $0 to over $1 billi…
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AJ provides valuable insights on term sheet structures, evolving clauses, and understanding investor motivations. He offers practical advice on managing tight decision timelines and creating negotiation urgency. About QuotaPath QuotaPath brings ownership and accountability to your compensation process by automating sales commissions. Rally teams ar…
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Discover the key questions founders should ask during partner meetings and initial discussions in this insightful episode. AJ encourages founders to be inquisitive about how funds operate and make investment decisions. About QuotaPath QuotaPath brings ownership and accountability to your compensation process by automating sales commissions. Rally t…
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Danny Cohen is the President of Access Entertainment, a division of Len Blavatnik's Access Industries. Access Entertainment’s corporate investments include film and television studio A24; Europe’s fastest-growing company Tripledot Studios; creator economy leader Spotter; and a new immersive arts’ experience launched in collaboration with David Hock…
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AJ outlines his proven approach to fundraising. He stresses the significance of tapping into your network, constructing a narrative-driven pitch deck, and carefully selecting the right partner for your business. About QuotaPath QuotaPath brings ownership and accountability to your compensation process by automating sales commissions. Rally teams ar…
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AJ Bruno, QuotaPath's CEO has raised $70 million for QuotaPath and had a successful sale of TrendKite for $225 million, after multiple rounds of funding. He's also a father of three and a pilot who does not like the idea of building the plane while flying it. About QuotaPath QuotaPath brings ownership and accountability to your compensation process…
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Joey Zwillinger is the Co-Founder & CEO @ Allbirds, the company behind the world's most comfortable shoe. In Nov 2021, Joey took the company public and the stock soared to an all-time high of $4BN, today the company has a market cap of $137M. Prior to Allbirds, Joey spent six years at biotechnology firm, Terravia, leading its renewable chemical bus…
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How Glade Optics organically attracted seasoned operators as investors through a meticulously planned reputation-building strategy About Glade Optics Glade Optics designs premium ski goggles, helmets, and sunglasses from their headquarters in Breckenridge, Colorado. Winner of Ski Magazine's Goggle of the Year, Freeskier's Editor's Choice Award, and…
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Jack Altman is the Founder and CEO @ Lattice, the #1 people management platform, last valued at $3BN. Jack is an investor through his founding of Jack Altman Capital where he has invested in WorkOS, NexHealth, Owner.com, Mercury and more. Auren Hoffman is the Founder and CEO @ Safegraph, the most accurate database of global points of interest, last…
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The hidden costs of fee-based lenders and why Glade Optics went with GCVF for better deal terms and invaluable business insights About Glade Optics Glade Optics designs premium ski goggles, helmets, and sunglasses from their headquarters in Breckenridge, Colorado. Winner of Ski Magazine's Goggle of the Year, Freeskier's Editor's Choice Award, and B…
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Navigating the emotional rollercoaster of early struggles and the rewards of reaching a sustainable revenue level About Glade Optics Glade Optics designs premium ski goggles, helmets, and sunglasses from their headquarters in Breckenridge, Colorado. Winner of Ski Magazine's Goggle of the Year, Freeskier's Editor's Choice Award, and Blister's "Best …
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David Meyer is the SVP Products at Databricks where he drives product strategy and execution. He previously ran Engineering and Product Management at OneLogin, where he grew the company to thousands of customers and market leadership. Before OneLogin, he cofounded UniversityNow, an accredited open university system, running Product and Engineering.…
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Why Glade Optics chose non-dilutive funding: the dual benefits of protecting equity and gaining mentors About Glade Optics Glade Optics designs premium ski goggles, helmets, and sunglasses from their headquarters in Breckenridge, Colorado. Winner of Ski Magazine's Goggle of the Year, Freeskier's Editor's Choice Award, and Blister's "Best Of" Award,…
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Curt Nichols of Glade Optics shares his journey from bootstrapping with credit cards to scaling a high-seven-figure business in ski gear. About Glade Optics Glade Optics designs premium ski goggles, helmets, and sunglasses from their headquarters in Breckenridge, Colorado. Winner of Ski Magazine's Goggle of the Year, Freeskier's Editor's Choice Awa…
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Nick Tomaino is the Founder and General Partner @ 1confirmation, one of the leading seed firms fueling the decentralization of the web and society. The fund started with $26M in backing from individuals including Peter Thiel and Mark Cuban and it has been reported that the firm now has over $1B in assets under management. Nick has led seed investme…
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Ed Sim is one of the best seed round investors in venture as the Founder and Managing Partner @ Boldstart, Ed focuses specifically on developer, infra and SaaS at pre-seed and seed round. Over the last decade, Ed has backed some of the best including Snyk, BigID, Kustomer, Front and Superhuman. In Today's Episode on Seed Rounds We Discuss: The Thre…
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Ely Lerner is an EIR at Reforge and an advisor for startups transitioning from traction to hypergrowth. Previously he was Head of Consumer Product at Chime, and before that spent an incredible 8 years at Yelp in a number of different roles including Head of Product at Eat24, and Product Leader/GM at Yelp. In Today's Episode with Ely Lerner We Discu…
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Matthieu Rouif is the Co-Founder and CEO @ PhotoRoom, one of the fastest-growing YC companies having scaled to an astonishing $50M in ARR in just 3 years. Their capital efficiency is immense having scaled to $20M in ARR on just $2M of invested capital. Prior to founding PhotoRoom, Matthieu founded several start-ups, including an app for ski resorts…
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Harry Stebbings is the Founder of 20VC, building the next great financial institution at the intersection of media and venture capital. 20VC has reached over 125M downloads in 100+ countries and has featured the likes of Doug Leone, Bill Gurley, Marc Benioff, Daniel Ek and more. On the investing side, Harry has raised over $400M and made investment…
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Beezer Clarkson leads Sapphire Partners‘ investments in venture funds domestically and internationally. Beezer has invested in some of the best firms of a generation including USV and Point Nine to name a few. Beezer began her career in financial services over 20 years ago at Morgan Stanley in its global infrastructure group. Prior to joining Sapph…
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Matthew Prince is the co-founder and CEO of Cloudflare, on a mission is to help build a better Internet. Matthew has scaled Cloudflare to over $1BN in revenue, $20BN in market cap, and over 3,200 employees. Today the company runs one of the world's largest networks, which spans more than 200 cities in over 100 countries. Matthew is a World Economic…
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Michael Eisenberg spent 15 years as a General Partner @ Benchmark working alongside Bill and the Benchmark partnership. Following Benchmark, Michael co-founded Aleph, one of the leading Israeli venture funds of the last decade with a portfolio including Lemonade, Melio and HoneyBook, just to name a couple of Aleph’s unicorns. Adi Levanon is the Fou…
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Deven Parekh is a Managing Director at Insight Partners, one of the leading investing franchises of the last 25 years. Deven has made more than 90 investments since joining in 2000 including in the likes of Twitter, Alibaba, JD.com, Chargebee and Automattic (WordPress) to name a few. Woody Marshall is a General Partner @ TCV, one of the most succes…
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Scott Farquhar is the Co-Founder & Co-CEO @ Atlassian. Scott co-founded the company with his university friend, Mike Cannon-Brookes, in 2002 from Australia. Over an incredible 20-year journey they have grown to a market cap of $50BN today, over 11,000 staff globally and serving over 260,000 customers. Scott is also a co-founder of Skip Capital, a p…
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Guillermo Rauch is the Founder and CEO @ Vercel, giving developers the frameworks, workflows, and infrastructure to build a faster, more personalized Web. To date, Guillermo has raised $312M from Accel, Bedrock, Greenoaks, GV and more. Prior to founding Vercel, Guillermo co-founded LearnBoost and Cloudup where he served the company as CTO through i…
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Matt Rosenberg is Grammarly’s Chief Revenue Officer and Head of Grammarly Business. He leads all B2B revenue, operations, and growth for Grammarly Business, Grammarly for Education, and Grammarly for Developers. Previously, as CRO of Compass, he took the company into the Fortune 500 and contributed to a more than eightfold increase in business grow…
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Phin Barnes is the Co-founder and Managing Partner of The General Partnership (TheGP), a venture capital firm that’s redefining what partnership means for founders. Previously, Phin spent over a decade at First Round Capital, where he was responsible for over 60 investments including Blue Apron, Notion, Clover Health, Gauntlet and Persona. Before F…
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Fractional talent is a great way to get experienced team members on a part-time basis to augment your full-time staff in a cost-efficient way. About Bolster Bolster is the new way to find the right executives. We supercharge startup growth by matching CEOs with transformational leaders—without the hassle of traditional talent sourcing. Built by ent…
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Kevin Niparko is the VP of Product @ Twilio. Kevin joined Twilio through the acquisition of Segment where he spent an incredible 8 years in numerous different roles including as Head of Product. Before entering the world of product, Kevin was a Management Associate at the world-renowned, Bridgewater Associates. In Today's Episode with Kevin Niparko…
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Matt literally wrote the book on startup boards. Heed his advice and find the best possible board members, keeping a balance between independents and investors. About Bolster Bolster is the new way to find the right executives. We supercharge startup growth by matching CEOs with transformational leaders—without the hassle of traditional talent sour…
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Start your hiring processes while you're fundraising so you can hire as soon as you raise. Otherwise you waste valuable months. About Bolster Bolster is the new way to find the right executives. We supercharge startup growth by matching CEOs with transformational leaders—without the hassle of traditional talent sourcing. Built by entrepreneurs for …
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Christian Lanng is the Founder and Former CEO @ Tradeshift, a company he took from garage to unicorn raising over $900M for with a latest price of $2.7BN in 2021. Just last month, Christian stepped away from the company and is now Chairman @ Beyond Work, building a better work experience through AI native software. In Today's Episode with Christian…
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The next two post-funding mistakes are over-spending and not forecasting cash. Cash is king! About Bolster Bolster is the new way to find the right executives. We supercharge startup growth by matching CEOs with transformational leaders—without the hassle of traditional talent sourcing. Built by entrepreneurs for entrepreneurs, the Bolster marketpl…
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There are three post-funding mistakes Matt regularly sees from founders. The first is under-reporting. About Bolster Bolster is the new way to find the right executives. We supercharge startup growth by matching CEOs with transformational leaders—without the hassle of traditional talent sourcing. Built by entrepreneurs for entrepreneurs, the Bolste…
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Marc Benioff is Chair, Chief Executive Officer and Co-Founder of Salesforce and a pioneer of cloud computing. Under Benioff's leadership, Salesforce is the #1 provider of CRM software globally and one of the world's fastest-growing enterprise software companies. Benioff founded Salesforce in 1999, and it is now a Fortune 150 company with 70,000+ em…
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While funding is down, it's down less at Seed. Angel investing is down, but it's likely leveled out and will hold steady. There is still a plethora of capital available, there are incredible tools to start businesses using low/no-code. There's never been a better time to start a company. About Carta Carta builds infrastructure for tomorrow's innova…
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Christian Kleinerman is the SVP of Product @ Snowflake. Before Snowflake, Christian spent close to 5 years at Google as a Senior Director of Product Management @ YouTube working on their infrastructure and data systems. Before YouTube, Christian spent over 13 years at Microsoft serving as General Manager of the Data Warehousing product unit where h…
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Need help building your option pool? Carta has a tool: https://carta.com/option-pool-calculator/ Please listen to Peter's message about option exercise window. Personally, I agree with him that exercise windows should be longer for employees. The 90-day industry standard is just an arbitrary number. About Carta Carta builds infrastructure for tomor…
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As fundraising constricts, investor-friendly terms come out. Understand the effect these terms have on you and your company, as well as the effects of stacking SAFEs. Here is the FREE Carta SAFE & Convertible Note calculator: https://carta.com/blog/safe-and-convertible-note-calculator/ About Carta Carta builds infrastructure for tomorrow's innovato…
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On Tuesday, September 12th our friend and operating partner at SpringTime, Jessie Dixon, passed away after a battle with cancer. Her obituary and details about the celebration of life is here: https://www.horancares.com/obituaries/jessie-dixon She was previously a co-founder at Havenly, and in the e-commerce industry before getting into the startup…
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Eric Paley is the Managing Partner at Founder Collective, one of the world’s most successful seed funds with investments in the likes of Uber, The Trade Desk, Coupang and Airtable. Mike Maples is one of the OGs of seed investing. As the Co-Founder of Floodgate, he has backed the likes of Twitch, Okta, Lyft, Twitter and more. Jason Lemkin is the Fou…
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