SAAS Operators

In this episode of 1 to 100, Alex Beller from Postscript joins us to talk about rebuilding a scaled SaaS company from scratch with AI coding agents, moving from SMS into a broader marketing platform, and managing the organizational change that follows. Postscript has about 20,000 customers, an application shaped by eight years of work, and roughly 50 engineers. Alex explains why Adam started rebui...

In this episode of 1 to 100, Kyle Hency joins Jack, Jeremiah, and Rishabh to talk about high-agency teams, company structure, AI adoption, and how the nature of work is changing. Kyle describes Chubbies’ early advantage: four highly invested co-founders producing the output of a much larger team. As the company grew to about 125 employees, leadership, structure, and team design became more importa...

In this episode of 1 to 100, Jack, Jeremiah, and Rishabh discuss AI adoption, token budgets, and how they organize work for agents. The discussion opens with AI-generated documents and the time they take to review. Jack argues that people should check their own work before sharing it. The group talks about setting expectations for quality as teams adopt faster tools. Rishabh describes a conversati...

In this episode of 1 to 100, Andrew Faris joins us to talk about scaling an agency when the details matter, what should be automated, and what still needs a strong operator in the loop. Andrew explains why agency work gets harder as the business grows. There are too many small decisions across media buying, creative, forecasting, client work, and operations for a simple SOP to capture everything....

In this episode of 1 to 100, formerly the SAAS Operators podcast, Gabriel and Jordi from Publicit join us to talk about making connected TV, digital out of home, and other ad inventory accessible to smaller brands. Publicit started from a simple problem: smaller companies can buy Meta and Google ads in minutes, while most other ad inventory is expensive, difficult to access, or built for large cam...

In this episode of 1 to 100, formerly The SAAS Operators Podcast, Bryan Bumgardner from Northbeam joins us to talk about AI adoption, measurement, software moats, and how Northbeam is growing. We start with dashboards. AI can give you the answer directly, but most companies still want to see the numbers, understand how the answer was reached, and keep the workflows their teams already know. Bryan...

In this episode of 1 to 100, formerly The SAAS Operators, Rabah Rahil joins us to talk about what software businesses look like when AI makes development cheaper, increases leverage, and changes how companies buy. We start with the idea that SaaS is done. Rabah argues that this is overblown. Rishabh points out that software consumption is still growing quickly, while companies like Anthropic can p...

In this episode of 1 to 100, formerly The SaaS Operators , Brandon from DAVID AI joins us to talk about building an AI transformation company across e-commerce, construction, law, and other industries. Brandon explains why DAVID AI moved from AI-powered marketing into a broader service model. One client was paying about $48K per month across four different software products. DAVID AI replaced them...

In this episode of 1 to 100, formerly The SaaS Operators Podcast, Alex Persson joins us to talk about rebuilding Privy after it went from a nine-figure acquisition to a business that was close to worthless in less than two years. Alex explains why he now treats most business problems as product problems. Since rebuilding Privy, the company has gone from almost no growth to 30% growth while remaini...

Jeremiah is officially a free agent. In this episode, we talk about his departure from KnoCommerce and Stamped, what he learned operating inside Tiny, and the decision he now faces, take a break, spend more intentional time with his family, or start building the company he has been thinking about for seven years. We get into founder motivation, money as a scoreboard, the difference between freedom...

In this episode of the SaaS Operators podcast, Jack, Jeremiah and Rishabh talk to Burak Karakan about how he's building an AI data team companies can use. They cover why his company started with a data integration layer before adding agents, how that helps tackle messy, multi-source business questions, and whether the company plans to move from time to insight toward taking action on a busines...

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...

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 Ja...

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 avai...

In this episode of the SaaS Operators Podcast, Jack, Jeremiah and Rishabh talk to Burak Karakan about how he's building an AI data team companies can use. They cover why his company started with a data integration layer before adding agents, how that helps tackle messy, multi-source business questions, and whether the company plans to move from time to insight toward taking action on a busines...

In this episode of the SaaS Operators Podcast, Rishabh, Jeremiah, and Jack tackle an uncomfortable question: what happens to a traditional, well-run software business in the AI era? If you're running a $200-800M company with solid margins and steady growth, who's actually buying you? They dig into EBITDA multiples, why PE's old playbook looks shakier after write-offs like Medallia, and...

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...

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 Ja...

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 avai...

In this episode of the SaaS Operators Podcast, Ronak Shah breaks down what the best SaaS brands look like from inside Gaas for SaaS. Rokt gets the top spot. Smaller than the others, but the most intentional operators on the list. They get the pay it forward model, they activate partnerships, and they understand that feedback is its own thing, separate from conversion. Proxima rounds it out, having...

In this episode Jack, Rishabh, Chase and Jeremiah talk about how AI is changing the way they run their teams day to day. Rishabh challenged Chase on why he keeps getting pulled into problems, and his read was that Chase wants to keep his finger in the pot, so the honest move is to admit that and pick two things to drive well. We got tactical on how each of us is actually using AI right now. Rishab...

This podcast features an in-depth conversation with Maxx Blank, one of the co-founders of Triple Whale. Maxx shares the company's journey from a simple ecommerce dashboard that Maxx wanted for his own Shopify brand, to an AI-native data platform that serves over 30,000 of the fastest growing Shopify stores. We talk about internal tensions (fighting at work) and leadership approaches when navig...

In this episode of the SaaS Operators Podcast, Varun Kundra , co-founder of AfterSell, talks about how the business was built around post-purchase upsells on Shopify. The core product sits in the window between checkout and the order confirmation page, a moment where conversion rates on relevant offers can hit 5-15% when set up properly, and where the highest-performing stores see the biggest AOV...

In this episode Aaron Schwartz and Daniel Brady, co-founders of Orita, joined us and we talked about how they built an ML-powered audience intelligence product for e-commerce brands. Orita tells you which customers on your list want to hear from you, when and what about. It started as a consulting project where 5 out of 6 cold-outreached brands booked a meeting in under thirty minutes, it grew ent...

In this episode Alex Cooper and Maneesh Apte, two of the co-founders of Parker, joined us to talk about building an AI creative strategist that lives inside your Slack channel. Parker feels like a senior hire on your team. It sends you ideas without you asking. It tells you when something is a bad fit for your brand. It’s the product Alex Cooper was asking for, built by marketers that ran creative...