Investing in Startups

Jason Freedman is a serial founder and General Partner at Orange Collective. Orange Collective is a Y Combinator-focused venture fund that aims to invest in the most promising YC companies before Demo Day. We talked about YC, exits, AI, open source, raising founders up, and why ownership percentages are overrated. We also discussed:   YC’s radical candor + optimism Orange Collective’s super-p...

Host Joe Magyer is on the other side of the microphone in this episode as we share a recent interview he did with Chris Hill on Money Unplugged. The conversation explores Joe's earliest experiences with money, including his first hustle, and his thoughts on compounding, debt, Warren Buffett, charity, and the timeless business lessons from Narcos: Mexico.   We also discussed:   The import...

Our guest this week is Jamie Melzer, Managing Partner at Altra Venture Partners. Altra invests in late-stage and pre-IPO venture-backed startups via secondaries. Jamie took us on a behind-the-scenes tour of the secondary market, how it works, why it is relevant to early stage investors and founders, and where the market is heading. This was the first time we’ve talked about secondaries on Investin...

Our guest this week is Itamar Novick, Founder of Recursive Ventures. Itamar is a solo capitalist with a focus on pre-seed startups built around data and AI. We talked about the opportunities and challenges that AI presents, anti-patterns to avoid in startups, winning deals, and why Itamar thinks that most VCs do NOT add value to startups. Itamar has been a founder, executive, and investor, so this...

Our guest this week is Tyler Norwood, Managing Partner for Antler in the US. Antler is the world’s most active seed investor backing founders at the inception stage from all over. We talked about the impact of vibe coding, the traits that Tyler sees in Antler’s most successful founders, why timing matters, and the value of surrounding yourself with other builders. Please enjoy.    Here a...

Our guest this week is Han Shen, Founding Partner of iFly.vc. iFly is an early-stage firm with a non-consensus, high-conviction approach to investing. Han himself is a very successful investor but also matches that success with equal levels of modesty and empathy. We talked about investing in non-consensus startups in an industry that is very consensus-driven, the vibe shift, investing with convic...

Ethan Austin is the Founder and General Partner of Outside VC. Outside is a Boulder-based firm with a focus on pre-seed startups, outsider founders, and financial inclusion. We talked about why Ethan whether investors should be friends with founders, fintech, what it was like running Techstars Boulder during Covid, and life as a solo GP. We dove further into the following topics:   Origin Sto...

Mark Peter Davis is the Managing Partner of Interplay Ventures. Interplay is a venture capital firm, but also an incubator and family office. Mark himself is a serial entrepreneur and also the host of the Innovation with Mark Peter Davis podcast, which is a great listen for founders. We talked about the mix of geopolitics and startups, what Mark needs to see from startups to invest, why ideas stil...

Elizabeth Yin is a General Partner at Hustle Fund. Hustle Fund invests in “hilariously early” startups in the US and beyond. We talked about Elizabeth’s favorite questions to ask founders, navigating disagreements in a healthy way, AI, the art of pitching, and why VCs should be a little more patient with founders. I really enjoyed this one and hope you do as well.    Takeaways: &nbs...

Rick Zullo is the Founder and Managing Partner of Equal Ventures. Equal is a New York-based early stage venture capital firm that takes a concentrated approach with investing themes around climate, insurance, retail, and supply chain. We talked about why Rick invests with conviction, the state of seed investing, what climate volatility means for insurers and investors, and why being kind is more i...

Sonia Nagar is the Founder and Managing Partner of SNAK Venture Partners. SNAK is a Chicago-based firm that invests in Seed stage marketplace startups. We talked about why SNAK loves marketplaces, what surprised Sonia about starting a new firm, why SNAK prefers B2B to B2C, first-mover advantages, and how AI has and hasn’t changed marketplaces. Please enjoy.   Investing in Startups is hosted b...

Graham Pingree is a Partner at Cendana Capital, a fund of funds firm that invests in small venture funds investing at pre-seed and seed. We talked about why Cendana is focused on small funds, why it has a concentrated strategy, what the firm looks for in emerging managers, how to think about reserves and recycling, and why big venture firms are surprisingly hard to kill.    Investing in...

Jenny Fielding is a Cofounder and General Partner of Everywhere Ventures. Jenny is a pre-seed investor with a fascinating background. She’s a founder, lawyer by training, has lived in 12 countries, and ran Techstars New York for many years. She’s also the author of Venture Everywhere, a book which comes out in March. We talked about Jenny’s strategy, why venture doesn’t scale, why everywhere doesn...

We're celebrating our 20th episode with a super cut of 17 contrarian takes on venture capital and startups. Our guests talked about AI, SF, false signals from coinvestors, why venture isn't an access game, network effects, emerging managers, portfolio construction, and more. Special thanks to the following guests for their contributions to this episode:   Niki Scevark, Blackbird Ventures Mart...

Amber Illig is the Founding General Partner of The Council, an early stage venture firm focused on essential industries like supply chain and healthcare. Amber has a deep operating background having worked at Apple, Cruise, Snap, and Eli Lilly. We talked about why Amber loves essential industries, how she built a proprietary network of operator angel investors, how she and that network help suppor...

Winter Mead is the Founder and CEO of Coolwater Capital. Coolwater is an accelerator for emerging venture capital fund managers aimed at helping them to launch, build, and scale their firms. We talked about what investors should look for in emerging VCs, how VCs can build durable platforms, and how VCs are using AI to do their jobs better. Winter is one of the most thoughtful LPs in the venture sp...

Zach Coelius is the Managing Partner of Coelius Capital. Zach is a 4-time entrepreneur and now solo GP who invests in early stage technology companies. We talked about why ideas are meaningless, demo day investing, platform risk, sniffing out product/market fit, B2B2C business models, and why Zach thinks ownership is overrated. This was a really fun, candid conversation.   Investing in Startu...

Alex Pattis is the General Partner of Riverside Ventures. Riverside is an early stage firm that operates both a traditional venture fund but also a syndicate with more than 6,000 LPs. Alex and I talked about the rise of syndicates, how they work, why he thinks most VCs oversell the value they add to founders, and what he’s excited to invest in today. Please enjoy.   Investing in Startups is h...

Colin Gardiner is the Founder and General Partner of Yonder Ventures. Colin is a marketplace geek with a fascinating career that began at the Federal Reserve, veered into startups, and now he runs his own venture firm focused on pre-seed marketplaces. We talked about the qualities that set winning marketplaces apart at the early stage, why network effects are so hard to kill, and the future of mar...

Peter Walker is the Head of Insights at Carta. Peter is a self-professed data geek who publishes some of the most interesting insights and research on venture and startups today. We talked about which pockets of the venture market are going strong, why San Francisco is still the leader in venture, and why speed matters in venture capital.   Investing in Startups is hosted by Joe Magyer and pr...

Eric Golden is the Founder of Canopy Capital and host of the Making Markets podcast. Eric was a portfolio manager and intrapreneur at Fidelity prior to setting up Canopy so he has great perspective on both markets and life as a venture-backed founder. We talked about those experiences, his current views on the Fed, markets, and crypto, and how Eric's view of venture capital has evolved over time....

Mike Cardamone is the founder and managing partner of Forum Ventures. Forum is a New York-based firm with a structure that layers together an accelerator, studio, and pre-seed fund. We talked about why Forum likes B2B SaaS, how Forum helps startups run faster, how Mike sizes up AI opportunities, and why new investors into startups might be making a mistake by following Big Brand VCs into early sta...

Niki Scevak is the Co-Founder of Blackbird Ventures and a multi-time startup founder. Blackbird is the largest venture capital firm in Australia and has backed massive winners such as Canva, Zoom, and Culture Amp, among others. We talked about the power of investing early, how AI companies solve problems for customers and why they're interesting to investors, and how world-beating companies can co...

Mac Conwell is the Founder of RareBreed Ventures, a Baltimore-based firm that invests in pre-seed and seed startups with dope founders. We had a great conversation about the types of investments that excite Mac, how the regulatory environment affects startups, and Mac’s experience of taking 4,000 meetings to get his firm off the ground.   Investing in Startups is hosted by Joe Magyer and prod...

Jerry Neumann is a wildly successful early stage investor and one of the best writers and thinkers about the craft. The founder of Neu Venture Capital talks about how he thinks about whether AI is a consensus trade in venture, the theory and reality of portfolio construction, and the origin story of an investment that returned 5000X. We also talked about the reception to a book that Jerry coauthor...