A Product Market Fit Show | Startup Podcast for Founders

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May 11, 2026 • 37min

Coinbase's ex-CPO bet on AI agents before ChatGPT—now he's closing 7-figure Fortune 500 deals. | Surojit Chatterjee, Founder of Ema

Surojit Chatterjee, former Google product leader and ex-CPO of Coinbase turned founder of Ema, builds AI employees for enterprises. He tells the story of a Hitachi HR deployment that proved scale and credibility. He explains Ema’s agent teams, enterprise-grade security choices, and go-to-market tactics that landed Fortune 500 deals.
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12 snips
May 4, 2026 • 56min

How this 1st-time founder went from closing customers for $500 a month to $300,000 a year. | Sean McCarthy, Founder & CEO of BackOps

Sean McCarthy, Founder and CEO of BackOps, built an AI-native shipping OS after years in Amazon warehouses. He talks about interviewing 85 operators to find the real pain, pausing sales to rebuild an enterprise-grade platform, an eight-minute SOP recorder that replaces months of deployment work, and a scrappy playbook that wins big Fortune 500 deals.
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33 snips
Apr 27, 2026 • 41min

He built for 2 years before raising a dollar—then hit $13M ARR and a $40M Series B. | Alex Halliday, Co-Founder & CEO of AirOps

Alex Halliday, Co-founder and CEO of AirOps, built the product for two years before turning it into an AI-driven content and agent-first search business. He explains why marketers were the perfect early customers. He recounts the pivot into LLMs, the playbook that scaled ARR rapidly, and how a consultative sales motion turned pilots into large annual contracts.
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34 snips
Apr 20, 2026 • 52min

180 VCs rejected him—then a $60K billboard got him to $2M ARR in 4 months. | Isaiah Granet, CEO of Bland AI

Isaiah Granet, CEO and co-founder of Bland AI, built enterprise voice AI for high-stakes phone calls. He recounts betting the company on in-house models, a $60K billboard plus influencer push that created massive inbound, and why he cut half his customers after a big raise. He also explains the enterprise sales playbook that landed six- and seven-figure deals.
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5 snips
Apr 16, 2026 • 52min

She bet on a consumer app when every VC wanted B2B—then grew to $10M ARR. | Anada Lakra, Founder of BoldVoice

Anada Lakra, founder and CEO of BoldVoice who built a pronunciation app that blends AI with expert coaching, shares her founder story. She talks about launching a consumer product when VCs favored B2B. She explains guerrilla growth via Reddit and YouTube creators. She describes how switching to annual-default pricing flipped unit economics and scaled the business to multi-million ARR.
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8 snips
Apr 13, 2026 • 39min

He raised a $10M seed with no revenue—then grew 30x to $30M in year two. | Bobby Samuels, Founder of Protege

Bobby Samuels, founder of Protege who built a multimodal healthcare data network and raised rounds including from a16z. He explains raising a $10M seed with almost no pipeline, flying weekly to close seven-figure deals, building a 250-partner data network, using a “texting terms” litmus test to judge deal seriousness, and scaling GMV 30x in a year.
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4 snips
Apr 9, 2026 • 42min

He ran Prime fulfillment for Amazon—then raised $20M to replace e-commerce with AI. | Maju Kuruvilla, Founder of Spangle

Maju Kuruvilla, former Amazon VP who led Prime fulfillment tech and now CEO of Spangle, built an AI startup to personalize storefronts. He explains why 40% of e-commerce traffic loses context, how Spangle rebuilds storefronts in real time, and his vision of a future battle between AI seller agents and AI buyer agents.
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5 snips
Apr 6, 2026 • 52min

She got rejected by 22 VCs—then built 6sense to $100M+ in revenue. Now she's back for AI. | Amanda Kahlow, Founder of 1mind

Amanda Kahlow, repeat entrepreneur who scaled 6sense from services to a $200M ARR business and now leads 1mind to build AI sales “superhumans.” She explains why she always starts enterprise-first. She tells the story of 22 VC rejections, using an AI clone to pitch investors, and why AI will collapse SDRs, AEs, and SEs into a single agent. She outlines practical product design and where superhumans add immediate value.
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41 snips
Apr 2, 2026 • 47min

How this AI founder is on track to hit $50M ARR just 2 years after launch. | Tarek Alaruri, Co-Founder of Stuut

Tarek Alaruri, a serial B2B SaaS founder now building Stuut to automate accounts receivable with AI. He explains pre-selling a $65K contract from wireframes, forcing referrals with a “closing discount,” and finding message-market fit through brutal cold calling. He also digs into audio AI outreach, rapid deployments that cut overdue invoices, and how AI scales coverage human teams miss.
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Mar 30, 2026 • 45min

He launched a free product for enterprise customers—then grew to $12M ARR in 2 years. | Bhaskar Sunkara, Founding CTO of AppDynamics

Bhaskar Sunkara, co-founder and early employee at AppDynamics turned founder of Bicycle AI, built monitoring and analytics for software-driven businesses. He discusses turning business transactions into the unit of monitoring. He explains landing Netflix and Priceline with production POCs. He reveals how a freemium download drove over 60% of leads and fueled rapid revenue growth.

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