Raiser's Edge

Ben Elowitz

Some entrepreneurs fly through fundraising; sailing through VC meetings, converting at high rates, getting to term sheets quickly and successfully. Other founders struggle; wading through hundreds of meetings and calls, reading thousands of online pitch guides, and still only producing a mediocre fundraising round. The very best founders seem to know cheat codes that the rest of the herd just lack, and this quickly creates capital advantage for their companies, allowing them to own their markets and achieve dominance in their industries. So what are these secrets that separate the best from the rest? It turns out a lot of what these top raisers do is replicable - it’s just not easy to find on the internet or by asking advice from average peers. Raiser’s Edge bridges that very gap, sharing  the strategies and philosophies that have separated industry leaders from the pack in order to transform mediocre raisers to excellent ones.  Through interviews with outstanding founders who have themselves succeeded in the VC fundraising process, not only will listeners learn how to successfully fund their start-ups, but they will also learn how to raise strong rounds even in down markets, take advantage of VC funding and tailwinds, and impress investors in order to earn outsize capital. Most importantly, listeners will find out how the most skillful CEOs make it through the biggest challenges so that they can increase their own chances of surviving the challenges to come. Each episode of Raiser’s Edge will interview a founder about the critical fundraising junctures in their company’s growth stage, highlighting stories in which they navigated investor concerns, challenging timelines, and emerging obstacles to raise and deploy funds successfully. By taking a closer look at these entrepreneurs’ paths to success, we’ll also shed a light on their moments of near-failure, self-doubt, and tough calls, and the way these challenges have transformed them into stronger leaders and fundraisers along the way. Through an entertaining, easy-to-follow interview format, this podcast hopes to demystify the fundraising process and serve as an intimate glimpse into the secrets of today’s business all-stars in order to inspire and teach the all-stars to come.

Episodes

  1. 5d ago

    The Story VCs Actually Want to Hear (And How to Tell It) with Sean Byrnes

    Sean Byrnes raised over $100M across two dozen rounds. His edge wasn’t charisma or connections — it was understanding exactly how investors think before walking into the room. Sean is the founder of Flurry (sold to Yahoo, 98% market share at exit) and Outlier.ai (exited 2022), a CEO coach, and the author of the Breaking Point newsletter. In this conversation, he makes the case that fundraising is sales — and that most founders lose not because their pitch is weak, but because they’re pitching the wrong investors and telling the story the wrong way. In this episode: • How to research investor bias before your first meeting — who’s predisposed to say yes, who’s already been burned by something adjacent, and who you should skip entirely • Why you have two minutes at the top of every pitch to earn the room — and what happens if you don’t • How to end a pitch so investors are still thinking about it at the end of the week • The friction filter: why making it hard for investors to meet you actually improves your odds • What makes VCs more risk-averse than they appear — and how to use that to your advantage • Why fundraising is a full-time 3–6 month commitment, and what happens to founders who treat it as a side project About Raiser's Edge:  Raiser's Edge is the podcast where you get the chance to open top fundraisers' playbooks, and get a capital advantage for you and your company. Host Ben Elowitz talks to world-class founders, investors, and operators about what actually works when you’re pitching, closing, and building a venture-backed company. New episodes every other week. Subscribe on YouTube, Spotify, and Apple Podcasts. Connect with Sean Byrnes: The Breaking Point: https://breakingpoint.tech The Startup Help Desk: https://thestartuphelpdesk.com Find Sean on LinkedIn: https://www.linkedin.com/in/sbyrnes/   Follow Raiser’s Edge: Apple Podcasts: https://podcasts.apple.com/us/podcast/raisers-edge/id1850622699 Spotify: https://open.spotify.com/show/6jUhW3Yq0ZnvBFZnWngnzj?si=5b902a95261e47da Substack: https://substack.com/@elowitz Find Ben on LinkedIn: www.linkedin.com/in/elowitz

    57 min
  2. May 26

    Trust is a Long Game with Tushar Garg

    Tushar Garg raised over $200M for Flyhomes — one round closed in 30 minutes, another nearly collapsed while his co-founder was hospitalized after being hit by a drunk driver. Tushar is the co-founder and CEO of Flyhomes, a proptech company that pioneered cash-backed offers for homebuyers. In this episode he traces a full decade of fundraising — from a 30-minute seed term sheet through a $150M Series C he didn't plan for, to a near-death survival round raised in a frozen market after cutting more than 80% of the company. Every round traces back to a relationship he had been quietly building for years. In this episode: Why Tushar treats every investor meeting as a long-term relationship — even when they say noHow he raised Series B while his co-founder was in the hospital and his daughter was in the NICUHow a $30-50M Series C target became a $150M round — and why he says they raised too muchThe market crash playbook: cutting 80%+ of headcount, managing morale, and staying honest with investorsHow his original seed investor — met a decade earlier — led the survival round that saved FlyhomesHis core principle: "Trust is your currency" — and what that looks like across a decade of building Show notes: 00:00 — Intro: The two-minute arc of Flyhomes 02:02 — Tushar's background: Microsoft, Mayo Clinic, and becoming a realtor by accident 06:00 — Seed round: A 30-minute term sheet with Al Goldstein and Mark Vadon 07:11 — Series A: Why they chose Andreessen Horowitz's Alex Rampell over a higher offer 07:20 — Series B: Raising while a co-founder was hospitalized after a drunk-driving accident 09:18 — Series C: Planning for $30-50M, closing $150M with Battery Ventures and Norwest 15:30 — Market crash: Interest rates, revenue collapse, and cutting 80%+ of the team 19:05 — Survival round: Complicated cap table, big pref stack, and the seed investor who stepped up 21:00 — Investor green flags and red flags 23:01 — Relationship vs. transaction: Why Tushar sees no other way 25:12 — Founder advice: Trust is your currency About Tushar Garg: Tushar Garg is the co-founder and CEO of Flyhomes, a Seattle-based real estate technology company. He previously held roles at Microsoft, where he was PM for the core Bing search algorithm, and conducted AI and brain research with Mayo Clinic. Flyhomes has raised over $200M in equity financing and pioneered the cash-backed offer model for homebuyers. About Raiser's Edge: Raiser's Edge is a podcast for founders and operators navigating venture capital fundraising. Host Ben Elowitz interviews top founders about the real mechanics of raising — the strategies, the failures, the relationships, and the moments that made the difference. New episodes on YouTube, Spotify, and Apple Podcasts. Connect with Ben: https://www.linkedin.com/in/elowitz/ Follow Raiser's Edge on Substack: https://substack.com/@elowitz

    28 min
  3. Apr 27

    Using Story as Strategy with David Politis

    Most founders think they have a strategy problem. In reality, they have a storytelling problem. In this episode of Raiser’s Edge, Ben Elowitz sits down with David Politis, a multi-time founder (Vocalocity, BetterCloud) who has raised over $300M in venture capital, to break down why storytelling is the most important skill in fundraising.  But this isn’t about clever narratives or polished pitch decks. David explains how great founders use storytelling strategically—to align with what investors are looking for, systematically close risk, and build belief over time. From early mistakes overselling projections to developing a disciplined approach to underpromising and overdelivering, this conversation is a masterclass in turning your company into something investors have to fund. David also hosts the Not Another CEO Podcast, where he interviews top founders and CEOs about the real, unfiltered journey of building and scaling companies. If you enjoyed this conversation, it’s well worth checking out. Listen to David's Not Another CEO Podcast: https://www.notanotherceo.com/ Follow Raiser's Edge on Substack: https://substack.com/@elowitz 0:00 – Introductions 2:00 – From Terrified Speaker to $300M Founder  5:30 – What Makes a Great (and Terrible) Investor 7:00 – Why Storytelling Beats IQ and EQ in Fundraising 10:00 – The Founder Journey: Vocalocity, Cloud Sherpas, BetterCloud 14:30 – Early Fundraising Mistakes (and Artificial FOMO) 17:30 – What VCs Actually Want: The “Fund Maker” Story 22:00 – Using Data to Build a Narrative Investors Believe 27:00 – A Brutal Sequoia Pitch—and the Lesson That Changed Everything 32:00 – How to Create Traction (and Ask Investors the Right Questions)

    48 min

Ratings & Reviews

5
out of 5
4 Ratings

About

Some entrepreneurs fly through fundraising; sailing through VC meetings, converting at high rates, getting to term sheets quickly and successfully. Other founders struggle; wading through hundreds of meetings and calls, reading thousands of online pitch guides, and still only producing a mediocre fundraising round. The very best founders seem to know cheat codes that the rest of the herd just lack, and this quickly creates capital advantage for their companies, allowing them to own their markets and achieve dominance in their industries. So what are these secrets that separate the best from the rest? It turns out a lot of what these top raisers do is replicable - it’s just not easy to find on the internet or by asking advice from average peers. Raiser’s Edge bridges that very gap, sharing  the strategies and philosophies that have separated industry leaders from the pack in order to transform mediocre raisers to excellent ones.  Through interviews with outstanding founders who have themselves succeeded in the VC fundraising process, not only will listeners learn how to successfully fund their start-ups, but they will also learn how to raise strong rounds even in down markets, take advantage of VC funding and tailwinds, and impress investors in order to earn outsize capital. Most importantly, listeners will find out how the most skillful CEOs make it through the biggest challenges so that they can increase their own chances of surviving the challenges to come. Each episode of Raiser’s Edge will interview a founder about the critical fundraising junctures in their company’s growth stage, highlighting stories in which they navigated investor concerns, challenging timelines, and emerging obstacles to raise and deploy funds successfully. By taking a closer look at these entrepreneurs’ paths to success, we’ll also shed a light on their moments of near-failure, self-doubt, and tough calls, and the way these challenges have transformed them into stronger leaders and fundraisers along the way. Through an entertaining, easy-to-follow interview format, this podcast hopes to demystify the fundraising process and serve as an intimate glimpse into the secrets of today’s business all-stars in order to inspire and teach the all-stars to come.

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