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SAAS Operators

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by SAAS Operators

5.0(5 reviews)

55 episodes

Updated Daily

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Podcast Authority

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Podcast Overview

3 CEOs from some of the fastest growing software brands and Jack trying to get as much information out of them as possible.

Language

🇺🇲

Publishing Since

4/15/2025

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🇺🇸 Charts #3

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Podcast Authority

Beta

PoorBased on show quality, social media presence, reviews, charts, and more

Quality69

Social0

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Engagement0

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excellent

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Every 7 days

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Recent Episodes

June 16, 2026

E56: Building AI from Bangalore with Yash Chavan

In this episode of the SaaS Operators Podcast, Rishabh Jain is fresh off three 20 hour days, a 20-minute layover in Denver, and four hours of sleep. Fueled by coffee and diet coke with zero complaints. The conversation starts with the AI adoption gap. Rishabh came back from Cincinnati with a clear read, the average person there is about two years behind SF, not nine months. Jeremiah added that the early adopter bubble is small, and the people outside it are just now using ChatGPT to rewrite website copy. Yash shares what’s happening in the India AI space. Bangalore is moving, Anthropic and Cursor both have offices there, and a generation of graduates who want startups over Infosys are driving it. Jack raises the first mover question. If anyone can build what used to take six months in an afternoon, what's the actual moat? Rishabh's answer: it depends on what the business is optimizing for. VC-backed, you land grab. Cash flow business, maybe speed matters less. Shipping velocity and stability get unpacked too, and Rishabh draws a line. Agentic workflow software doesn't have the same availability requirement as transactional software. Claude goes down for two hours while an agent runs a task, it doesn't matter. Rishabh shares how he built a bot trained on how he thinks, gave it a public Slack channel, and let the whole company use it. People ask better questions to the bot than they'd ever ask him. CEO time goes from scarce to abundant. The episode closes on when to get out of sales calls. Yash's framing is the cleanest: stay in until the rate of learning drops. Once you stop getting new insights, hand it off.

June 1, 2026

E55: AI Native Teams with Jacob Posel from HQ

In this episode of the SaaS Operators Podcast, Jacob Posel joins Jeremiah, Jack, and Rishabh to talk about HQ, a cloud-based file system built on top of Claude Code and Codex that launched two days before recording. The origin story is good. Jacob meets Corey Epstein, sees a product called Indigo that was ahead of its time but waiting on AI to catch up. They stay in touch. Corey eventually puts Jacob on an internal tool called HQ. Jacob gets hooked, starts pushing the team to build a version for multiple people, and when Ramp published their internal Glass tool, Jacob tweets that they built Ramp Glass for everyone. The demand comes in fast, so he joined the company. The core problem HQ solves is one that Jacob kept running into across every business he consulted with. AI tools are built for solo use. Everyone's working in silos, repeating work, building their own janky version of the same thing. HQ gives teams a shared cloud workspace where skills compound. One person's breakthrough becomes everyone's baseline. Then the conversation goes somewhere more interesting. Rishabh pushes on who actually buys this. His argument is that the buyer isn't the average CEO, it's the founder, because founders are transformers and CEOs are optimizers. The person most likely to get value from HQ is someone who's willing to stay on the treadmill as the technology keeps moving, not someone who wants a finished system handed to them. Jacob's take on pricing is worth sitting with. A customer costs about a dollar a month to serve. The play is distribution. Get HQ into as many businesses as possible, stay close to how people interact with AI, and the monetization builds from there. The episode closes on something most people aren't saying clearly. Getting your team AI native isn't a software problem or a gamification problem. It's a coaching problem. And right now the gap between the people doing it well and everyone else is enormous.

May 18, 2026

E54: Become AI Native with Jim Benton from Adapt

In this episode of the SaaS Operators Podcast, Jim Benton, CEO of Adapt, joins Rishabh, Jeremiah, and Jack to talk about what it actually looks like to build a company brain. Adapt connects all your tools, GitHub, Linear, HubSpot, Notion, Slack, and instead of scheduling tool calls one at a time like an MCP would, it swarms them. Hits everything at once, pulls the data back, and runs the best available model against it. That's why people say the answers look and feel different to Claude. The land vs. expand question kicks things off. Jim's take is that landing still matters, you've got to cut through the noise, but the real unlock is frictionless self-serve. Get people connected to a few tools fast. Let them hit the aha moment on their own. He tells a story about a CEO who signed up on a weekend, connected several tools, ran queries, and put a card in before sales could even reach out. That's the model. Jeremiah's been using Adapt long enough to notice his spend is about four times what he budgeted when he signed up, but he's not complaining. He understands what the brain means for token efficiency over time, and how sitting closer to the data gives you a real structural advantage over just piping Claude directly into your stack. The conversation gets into AI adoption inside companies, and it's not who you'd expect resisting. Senior executives are rolling their sleeves up. Younger employees in delivery roles feel the threat more directly. Rishabh's EA told him her goal is to have Claude handle 100% of her tasks. Jim's response is nuanced: the EQ parts of the job still need to be human. What you want is AI handling the computer thinking, and people doing the people thinking. Jim closes with what Adapt is actually becoming. A proactive reasoning engine. Something that spots the pattern you never thought to ask about, cross-references a product decision from six months ago with a deal you lost last week, and brings it to you before you knew you needed it. TLDR: The AI natives don't want to work with the non-AI natives. Get in or get left behind.

55 total episodes available

Recent guests on SAAS Operators

Guests from recent episodes — sign up to see every guest that has ever appeared on this show.

Amit RG

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Stephen Hakami

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Rishabh Bhansali

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Cory Gill

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Danilo Vicioso

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See every guest on SAAS Operators

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What is SAAS Operators?: 3 CEOs from some of the fastest growing software brands and Jack trying to get as much information out of them as possible.
How often does this podcast release new episodes?: This podcast updates daily.
Where can I listen to this podcast?: This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
Does this podcast accept guests?: Yes, this podcast regularly features guests.

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