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The Founder Initiative
Adam ODonnell
188 episodes
2 days ago
Helping founders hit PMF, get funded & drive durable growth through podcasting & buyer events (Formerly TheTop.VC)
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Technology
Business,
Investing,
Entrepreneurship
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All content for The Founder Initiative is the property of Adam ODonnell and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Helping founders hit PMF, get funded & drive durable growth through podcasting & buyer events (Formerly TheTop.VC)
Show more...
Technology
Business,
Investing,
Entrepreneurship
Episodes (20/188)
The Founder Initiative
(YC S23) Gleam Founder, Oliver Keh: Investigative Journalist Approach To PMF
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. FOUNDER PROFILE: Oliver Keh, Founder of Gleam https://www.linkedin.com/in/oliver-keh COMPANY: https://joingleam.com/ Gleam automatically extracts data from any source, intelligently validates it against protocol, eliminates queries before they occur, and instantly populates your EDC—accelerating database lock and shortening trial timelines.
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2 days ago
24 minutes 23 seconds

The Founder Initiative
(YC W21) Sold to Dropbox, Promoted.ai's Founder, Andrew Yates: GTM Lessons Learned & Deciding What To Build
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. FOUNDER PROFILE: Andrew Yates, Founder of Dropbox, Promoted.ai https://www.linkedin.com/in/andrew-yates-0217a985
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4 days ago
28 minutes 25 seconds

The Founder Initiative
Roo Capital's Founder, Nate DaPore: Most VCs Are Like Seagulls, Is This The Future of Platform?
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. VC PROFILE: Nate DaPore, Founder of Roo Capital https://www.linkedin.com/in/natedapore/
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1 week ago
29 minutes 24 seconds

The Founder Initiative
(YC F25) Denied 6x By YC: Hyperspell's Founder, Conor Brennan-Burke: Your Startup Is Not About You
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. FOUNDER PROFILE: Conor Brennan-Burke, Founder of Hyperspell (YC F25) https://www.linkedin.com/in/conorbrennanburke
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1 week ago
32 minutes 29 seconds

The Founder Initiative
a16z Partner Interview, Seema Amble: 3 things she looks for in early-stage startups, how to get a meeting with her, & more
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. VC PROFILE: Seema Amble, Partner at Andreessen Horowitz https://www.linkedin.com/in/seema-amble-b404126/
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2 weeks ago
32 minutes 36 seconds

The Founder Initiative
($70M+ Raised) Future Family Founder, Claire Tomkins: Surprising Key To Fundraising, Journey To PMF
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. FOUNDER PROFILE: Claire Tomkins, Founder of Future Family https://www.linkedin.com/in/claire-tomkins-b122422/
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3 weeks ago
33 minutes 9 seconds

The Founder Initiative
($55M Raised) Benchmark & Mayfield Invested; Sema4.ai's Founder, Ram Venkatesh: Getting Early Conviction, Hitting PMF & Raising $55M
Sponsored by Auth0 for Startups → 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. VC PROFILE: Ram Venkatesh, Founder of Sema4.ai https://www.linkedin.com/in/ram-venkatesh-34166/
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3 weeks ago
35 minutes 11 seconds

The Founder Initiative
a16z Invested; $55M Raised, CYGNVS' Founder, Arvind Parthasarathi, why you must first define PMF & how to raise from top VC
Sponsored by Auth0 for Startups --> 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. FOUNDER PROFILE: Arvind Parthasarathi https://www.linkedin.com/in/arvindparthasarathi/
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1 month ago
30 minutes 42 seconds

The Founder Initiative
YC Founder & Thiel Fellow; Arist's Founder, Michael loffe: selling to enterprises, PMF, & articulating $100M to VCs
Sponsored by Auth0 for Startups --> 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. VC PROFILE: Micahel loffe, Founder of Arist https://www.linkedin.com/in/michaelaioffe/
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1 month ago
30 minutes 8 seconds

The Founder Initiative
$13B VC; Promod Haque, Former Managing Partner at Norwest; Learning From 35 Years of Investing
Sponsored by Auth0 for Startups --> 1-year free https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. VC PROFILE: Promod Haque https://www.linkedin.com/in/promodhaque/
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1 month ago
48 minutes 21 seconds

The Founder Initiative
VCs Don't Know The Future; $55M Raised, Radical.ai's Founder, Joseph Krause Shares His Story
Get 1-year free of Auth0 (authentication and authorization platform)--> https://auth0.com/startups/vip Auth0 is an adaptable authentication and authorization platform that helps you secure your apps and AI agents. It delivers convenience, privacy, and security so you can focus on building a great UX. FOUNDER: Joseph Krause https://www.linkedin.com/in/josephfkrause/
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1 month ago
47 minutes 6 seconds

The Founder Initiative
[Pitch] ex Lightspeed VC & Founder of Meshly.ai: Mercedes Bent & Sandra Bustos Real VC Pitch
EPISODE DESCRIPTION EXAMPLE What does a real pitch in Silicon Valley look like? This might be as close as you can get without being here yourself! VC PROFILE Mercedes Bent, ex Lightspeed Ventures, Partner https://www.linkedin.com/in/mercedesbent/ FOUNDER PROFILE: Sandra Bustos, Founder of Meshly.ai https://www.linkedin.com/in/sandrabustos/ 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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1 month ago
40 minutes 55 seconds

The Founder Initiative
$30M Seed; Largest Seed In YC History? (YC S24) Wordware's, Founder, Robert Chandler, Journey To PMF & Getting Funded
In this episode, Robert, co-founder of Wordware, shares the story of turning a sauna brainstorm into one of the largest seed rounds in YC history. He walks us through the early pivots, the highs and lows of YC interviews, and how a viral Twitter Roast fueled their momentum. This is a raw look at conviction, timing, and how founders can compound small wins into historic outcomes. FOUNDER PROFILE: Robert Chandler https://www.linkedin.com/in/robertjhchandler/ 🎙️ 7 Most Interesting Moments The “sauna spark” in Warsaw that inspired the core idea for Wordware. How getting denied by YC initially led to killing their first agent and pivoting. Building the first prototype in just 3–4 days and knowing it felt different. The conviction to ignore mixed feedback and double down on the small group of passionate users. The chaotic YC interview process — failing twice before finally getting in on the third attempt. The viral “Twitter Roast” stunt that reached 8M people and fueled their fundraising momentum. Closing $30M in a single week, with Paul Graham advising them to speed-run the raise.
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1 month ago
48 minutes 29 seconds

The Founder Initiative
(YC W25) How To Nail Your YC (or any VC) Interview; Nitrode's Founder, Ben Kim
FOUNDER PROFILE: Ben Kim, Nitrode's Co-Founder https://www.linkedin.com/in/ben-yoonsung-kim/ 🎙️ 7 Most Interesting Moments Michael Seibel’s brutally honest feedback in interviews—pushing them to scrap lines and “cut the crap.” Pivoting right before their YC interview and getting challenged on whether their new idea could ever reach a billion-dollar outcome. The week-long sprint to build a demo after Michael said, “I’ll see you Sunday.” YC’s insight that gaming and QA are their worst-performing sectors, and why the team was pushed to pivot. Paul Graham comparing their idea to the “YouTube of gaming.” The bold vision: building an AI-powered game engine that lets anyone create games with infinite endings and new player experiences 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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1 month ago
35 minutes 14 seconds

The Founder Initiative
Nailing PG's 10% WoW Goal, Getting Accepted to YC; David Head, Founder of Endorsed.ai
🔑 7 Most Interesting Moments David shares how his first YC application was rejected despite 10% week-over-week growth. The surprising reason they later got accepted: adding two technical co-founders even while growth was flat. Insights into what YC actually values (team, determination, big market) vs. what most founders think matters. A pivotal YC interview moment where David “flipped a switch” at minute 7 and convinced the partners. The origin story of 60: live website builds over Zoom that turned “bad leads” into high-value customers. The founding story of Endorsed: an AI recruiting agent designed to cut hiring times dramatically. FOUNDER PROFILE: David Head https://www.linkedin.com/in/davidbhead/?utm_source=chatgpt.com 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form 🔑 7 Most Interesting Moments David shares how his first YC application was rejected despite 10% week-over-week growth. The surprising reason they later got accepted: adding two technical co-founders even while growth was flat. Insights into what YC actually values (team, determination, big market) vs. what most founders think matters. A pivotal YC interview moment where David “flipped a switch” at minute 7 and convinced the partners. The origin story of 60: live website builds over Zoom that turned “bad leads” into high-value customers. The founding story of Endorsed: an AI recruiting agent designed to cut hiring times dramatically. How they validated Endorsed—pre-selling mockups that made 100x more revenue than their previous live product.
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1 month ago
37 minutes 5 seconds

The Founder Initiative
Real Pitch of a $2B VC, Cybersecurity Founder, Ajay Gulati & Sierra Ventures's Partner Vignesh Ravikumar
What's it like to pitch an actual VC in Silicon Valley? We recorded a real one to show you :) This was not scripted and it was the first time the pitched this VC! Vignesh Ravikumar Partner at Sierra Ventures https://www.linkedin.com/in/vravikumar1/ Ajay Gulati Founder of Kitecyber https://www.linkedin.com/in/ajaygulaticloud/ 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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1 month ago
49 minutes 30 seconds

The Founder Initiative
a16z Invested; $231M Raised Sub 2-years; Decagon's Founder, Jesse Zhang & Amex Ventures's Managing Director, Kevin Weber; Building & Funding Unicorns
How to build a unicorn in under 2-years? Not exactly a step-by-step playbook, but you will learn something from a founder who actually did it! You will also hear a VC's perspective from Kevin Weber, Managing Director at Amex Ventures! Boom. Jesse Zhang Founder & CEO of Decagon https://www.linkedin.com/in/thejessezhang/ Kevin Weber Managing Director at Amex Ventures https://www.linkedin.com/in/kevin-weber-b77b8028/ 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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2 months ago
52 minutes 9 seconds

The Founder Initiative
YC S24 -Accepted After 3:00am Interview, Hitting PMF Via Onboarding Research?
Will, Founder of Phonely, shares his raw journey into Y Combinator—including sleeping in his car before a 3AM interview. He reveals how founders should interpret investor rejections, the real path to product-market fit, and top lessons a long the way. A must-listen for anyone navigating the early-stage PMF journey or getting funded! Will Bodewes https://www.linkedin.com/in/william-bodewes/ 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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2 months ago
43 minutes 3 seconds

The Founder Initiative
Accepted to YC, no product, website, or co-founder: Coval's CEO, Brooke Hopkins; PMF & funding journey
EPISODE DESCRIPTION EXAMPLE What really matters when applying to YC? How to get your first $1 top learnings from fundraising FOUNDER PROFILE: Brooke Hopkins https://www.linkedin.com/in/bnhop/ 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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2 months ago
44 minutes 15 seconds

The Founder Initiative
a16z & Sequoia Invested in Rillet; Nic's Journey to PMF & Closing $100M+ In Funding
How do you close $100M from VCs like a16z & Sequoia? Nic shared what he did and his most shocking learnings. FOUNDER PROFILE: Nic Kopp https://www.linkedin.com/in/nicolas-kopp/ 🤔 VCs not responding to you? I’ll review your deck & send you a detailed video with my actionable recommendations: Submit here: https://airtable.com/appBXetKIMsy5r3bE/pagQlrExmVx38bk6W/form
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2 months ago
33 minutes 20 seconds

The Founder Initiative
Helping founders hit PMF, get funded & drive durable growth through podcasting & buyer events (Formerly TheTop.VC)