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S2E5: How AI Agents Ran Our Business, While I Went To Burning Man (with Adam Robinson)

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Manage episode 513345336 series 3668825
Content provided by Andy Walsh. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Andy Walsh or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

OpenAI’s latest “Zapier-killer” headlines were sobering, but Adam Robinson already did the unthinkable: he removed every human from RB2B, a $6M ARR SaaS, for seven days and let AI agents run sales, support, and onboarding, zero intervention.

The outcome?

Revenue growth held (+4%/mo), 96.6% answer accuracy in sales chats, and 89% support resolution with no customer meltdowns.

In this conversation, Adam unpacks:

  • The real playbook behind the stunt
  • Why he designs his business to fit AI tools (not the other way around)
  • How great documentation and Intercom Fin “guidance” drive resolution,
  • Where agent workflows replace repetitive tickets,
  • Why he’s doubling down on PLG, freemium, and simplicity, even in a high-churn category.

We get into transparency, customer expectations, and why a profitable, small team can now beat over-tooled incumbents.

Also: Yes, the week he “disappeared,” Adam was off-grid at Burning Man.

Subscribe now

Chapters

00:00 Why agents now (and the OpenAI “Zapier-killer” moment)
02:06 From Lehman Brothers to bootstrapped SaaS operator
04:56 The 7-day no-humans experiment: scope & safeguards
09:07 Build-to-AI: shaping product so agents can handle the work
12:50 Lean, profitable, small: the appeal of a high-margin micro-org
17:35 Adapting process to tools (not tools to process)
23:06 Intercom Fin “guidance,” escalations, and transparency
25:44 Churn reality: category dynamics and buyer persona
30:10 Agent workflows: auto-diagnosing email invites (SendGrid)
34:05 Feedback loops: weekly founder calls and customer insights
39:19 Human connection vs. agent efficiency in 2025
42:33 Embracing imperfection—and why “simple wins”

Guest Bio

Adam Robinson is Founder & CEO of Retention.com and RB2B. He bootstrapped Retention.com from $0 to $22M ARR in four years and previously built Robly to an eight-figure exit. A former CDS trader at Lehman Brothers/Barclays, he now builds lean, profitable SaaS—and publishes the receipts.

Who Should Listen

  • SaaS founders optimizing for profitability over headcount
  • Operators implementing AI in sales, support, and onboarding
  • Investors tracking agentic automation and PLG at scale
  • Builders designing “self-running” products and processes

Music Credit

“Neptuno” – Phondupe (Album: Onykia)

Access All Areas.

Startups Decoded is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

  continue reading

42 episodes

Artwork
iconShare
 
Manage episode 513345336 series 3668825
Content provided by Andy Walsh. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Andy Walsh or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

OpenAI’s latest “Zapier-killer” headlines were sobering, but Adam Robinson already did the unthinkable: he removed every human from RB2B, a $6M ARR SaaS, for seven days and let AI agents run sales, support, and onboarding, zero intervention.

The outcome?

Revenue growth held (+4%/mo), 96.6% answer accuracy in sales chats, and 89% support resolution with no customer meltdowns.

In this conversation, Adam unpacks:

  • The real playbook behind the stunt
  • Why he designs his business to fit AI tools (not the other way around)
  • How great documentation and Intercom Fin “guidance” drive resolution,
  • Where agent workflows replace repetitive tickets,
  • Why he’s doubling down on PLG, freemium, and simplicity, even in a high-churn category.

We get into transparency, customer expectations, and why a profitable, small team can now beat over-tooled incumbents.

Also: Yes, the week he “disappeared,” Adam was off-grid at Burning Man.

Subscribe now

Chapters

00:00 Why agents now (and the OpenAI “Zapier-killer” moment)
02:06 From Lehman Brothers to bootstrapped SaaS operator
04:56 The 7-day no-humans experiment: scope & safeguards
09:07 Build-to-AI: shaping product so agents can handle the work
12:50 Lean, profitable, small: the appeal of a high-margin micro-org
17:35 Adapting process to tools (not tools to process)
23:06 Intercom Fin “guidance,” escalations, and transparency
25:44 Churn reality: category dynamics and buyer persona
30:10 Agent workflows: auto-diagnosing email invites (SendGrid)
34:05 Feedback loops: weekly founder calls and customer insights
39:19 Human connection vs. agent efficiency in 2025
42:33 Embracing imperfection—and why “simple wins”

Guest Bio

Adam Robinson is Founder & CEO of Retention.com and RB2B. He bootstrapped Retention.com from $0 to $22M ARR in four years and previously built Robly to an eight-figure exit. A former CDS trader at Lehman Brothers/Barclays, he now builds lean, profitable SaaS—and publishes the receipts.

Who Should Listen

  • SaaS founders optimizing for profitability over headcount
  • Operators implementing AI in sales, support, and onboarding
  • Investors tracking agentic automation and PLG at scale
  • Builders designing “self-running” products and processes

Music Credit

“Neptuno” – Phondupe (Album: Onykia)

Access All Areas.

Startups Decoded is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.

  continue reading

42 episodes

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