Isaiah pivoted mid-YC, landed in the bottom 10% of his batch, and watched 180 investors say no—their reason: phone calls won't exist a year from now. Voice AI was not yet a thing. With almost no money left, he and his co-founder bet everything on building AI phone calls from scratch. Bland went from pre-seed to a $40M Series B in a year.

In this episode, Isaiah breaks down how a $60K billboard and a strategic influencer campaign generated close to a billion impressions, why he fired 50% of his customers right after raising a Series A, and the enterprise sales playbook that lands six- and seven-figure contracts with companies most people have never heard of.

Why You Should Listen

• Why 180 VCs saying your market won't exist is actually a bullish signal.
• How two billboards and a wave of micro-influencers generated a billion impressions.
• Why firing half your customers right after raising your Series A can save your roadmap.
• How internal newsletters and org-chart mapping win six-figure enterprise deals.

Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, voice AI, AI phone calls, enterprise sales, Bland AI, YC pivot, billboard marketing, influencer marketing, call center automation, Isaiah Granet

Chapters

• 00:00:00 Intro
• 00:02:34 A Typhoon Replaces an Entire Call Center
• 00:11:52 The YC Pivot and 180 Rejections
• 00:19:05 Betting the Company on In-House AI
• 00:24:11 The Billion-Impression Billboard Campaign
• 00:34:49 Firing 50% of Customers After Raising $20M
• 00:38:43 The Enterprise Sales Playbook
• 00:50:52 The Moment of True Product Market Fit

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Anada Lakra just raised a $21M Series A for BoldVoice, a $150/year pronunciation app that helps immigrants speak English with confidence. But she started from zero in her Harvard dorm room and a problem most VCs didn't think was big enough. She recruited a Hollywood accent coach, shipped a bare-bones V1, and got into YC.

In this episode, Anada breaks down why she launched a consumer app when every investor was chasing B2B, how a Reddit thread called "Judge My Accent" became an early growth hack, and why switching to annual-default pricing transformed her unit economics overnight.

Why You Should Listen

• Why building a consumer app in the 2020s is not as crazy as VCs think.
• How Reddit threads and guerrilla marketing drove BoldVoice's first thousand users.
• Why defaulting to annual pricing gave her instant CAC payback.
• How she grew from zero to $1M ARR and raised a $21M Series A.

Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, consumer app, B2C startup, pronunciation app, accent coaching, AI app, YC startup, mobile app growth, Anada Lakra, BoldVoice

Chapters

• 00:00:00 Intro
• 00:02:14 The Accent Problem Nobody Was Solving
• 00:11:49 Getting Into YC with No Revenue
• 00:22:48 Shipping V1 from a Dorm Room
• 00:29:31 Guerrilla Growth on Reddit and Facebook
• 00:36:05 Cracking the YouTube Influencer Playbook
• 00:48:09 Why Annual Pricing Changed Everything
• 00:50:47 The Moment of True Product Market Fit

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Bobby launched Protege in early 2024 to connect data holders with AI model builders. He raised a $10M seed with almost no demand pipeline. A year later, Protege jumped 30x to $30M in GMV and raised $30M from a16z.

In this episode, Bobby breaks down how he built a 250-partner data network by leveraging prior healthcare relationships, why he flies from New York every week to close seven-figure enterprise deals, and why the "texting terms" litmus test tells you if a deal is real.

Why You Should Listen

• Why ignoring a customer's "no" can be the best sales move you make.
• How flying to see buyers weekly became the number one growth driver.
• Why the gap between A and A-plus talent is worth blowing your budget for.
• How Protege went from $1M to $30M GMV in a single year.

Keywords startup podcast, startup podcast for founders, product market fit, finding pmf, AI data, enterprise sales, founder-led sales, data licensing, healthcare AI, a16z, B2B startup, Bobby Samuels, Protege

Chapters

• 00:00:00 Intro
• 00:03:01 Building the First Data Network
• 00:06:12 Why In-Person Sales Changed Everything
• 00:16:08 Going to Market with No Pipeline
• 00:21:07 Ignoring the Lab's No
• 00:27:40 From $1M to $30M in One Year
• 00:34:55 Why A-Plus Talent Is Worth It
• 00:38:28 The Moment of True Product Market Fit

Send me a message to let me know what you think!