Why Stack Overflow and Cloudflare Launched a Pay-per-Crawl Model
In this episode, Stack Overflow’s Janice Manningham and Josh Zhang chat with Cloudflare VP Will Allen about the newly launched pay‑per‑crawl model that lets publishers charge crawlers for access. They explain how AI‑driven content scraping has upended the traditional open‑versus‑block internet paradigm, prompting a shift toward giving sites control over data usage. The technical deep‑dive covers Cloudflare’s bot categorization and WAF rules that trigger a 402 “Payment Required” response, while also contrasting enterprise data‑licensing contracts with the flexible, programmatic pay‑per‑use approach.
Stop Layering AI on Your GTM Stack
In this episode, Emir Atli, co‑founder and CRO of HockeyStack, explains why the traditional, tool‑heavy GTM stack can’t simply have AI bolted on—it must be rebuilt around a unified, AI‑native platform with a single data foundation. He outlines HockeyStack’s evolution...
The ERP Minute Episode 225 - February 17th, 2026
In this brief episode, the hosts recap Procore's Q4 and full‑year 2025 financial results, highlighting its strong performance in the construction software market. They then discuss NetSuite's new suite of innovations aimed at boosting operational efficiency and supporting rapid growth...
The Conundrum
In this episode of Bootstrapping SaaS, the host reflects on his journey toward achieving $10K in monthly recurring revenue as a solo founder, covering recent product updates, the challenges of juggling design, development, and marketing, and the lessons learned from...
The Signal: The Real "Payment Meets Fraud" Journey with Brian Rust at Worldpay | Episode 467
In this episode, Brian Rust, SVP and Deputy CISO at Worldpay, explains how fraudsters now target SaaS platforms and ISVs by exploiting weak onboarding, transaction logic, and refund processes. He outlines the fraud kill‑chain—from synthetic business creation and card‑testing spikes...
37 | Why Retention Is Now Driving Software Company Valuations
In this episode, managing director Mike Lyon and senior associate Sarabeth Sandweiss discuss how retention metrics have become a pivotal factor in software company valuations, detailing the heightened scrutiny buyers now apply. They explain the investor framework for assessing retention,...
Google Alerts for Insurance? Visualping Brings New Technology for Risk Assessment
In this episode, Visualping co‑founder and CEO Serge Salager explains how his company is turning real‑time web monitoring into a "Google Alerts for insurance," delivering instant risk insights to underwriters. He outlines emerging data sources—such as property changes, environmental alerts, and...
Talking Drupal #540 – Acquia Source
In this episode the hosts dive into Acquia Source, the fully managed Drupal SaaS platform, exploring its evolution, pricing, and how it enables organizations to scale and customize Drupal experiences. Guest Matthew Grasmick explains the technical challenges of building a...
91: Using AI in Sales to Automate Go-to-Market Execution with Jason Eubanks
In this episode, Chris Daigle interviews Jason Eubanks, CEO of Aurasell AI, about the need for an AI‑native go‑to‑market operating model rather than piecemeal AI experiments. Jason explains that simply adding AI to legacy CRM systems won’t shift productivity; a...
The Most Underrated Signal Brands Should Optimize For
In this 3‑minute episode, Jordan Cooney talks with Tim Sanders, Chief Innovation Officer at G2, about a surprisingly overlooked SEO signal for AI‑driven search: using concise markdown files that highlight the top four takeaways of a page. Sanders explains that...
Bootstrapping to $50M ARR in Vertical SaaS | Vantaca's HOA Software Playbook
In this episode, Ben Currin, CEO of Vantaca, explains how the company bootstrapped a vertical SaaS platform for HOA management from under $1M ARR to $50M ARR, first reaching $5–10M without external funding and then scaling tenfold after a minority...
Maor Greenberg - AI-Powered Plans for Residential Homes
In this episode, Maor Greenberg, CEO and co‑founder of Spacial, explains how AI is reshaping SaaS tools for residential construction, recounting his journey from early proptech ventures in Israel to multiple U.S. building businesses. He highlights the challenges of conflicting...
Beyond Chatbots: How Cara Becomes Your Best CSR
In this episode, Nikhil Kansal, Co‑Founder & CTO of Cara, explains how AI can move beyond chatbots to act as a reliable Customer Service Representative (CSR) that completes end‑to‑end insurance service tasks. He highlights Cara’s role as a coordinating layer...
From 1 AI Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM
In this episode the host shares eight months of experience running 20+ AI agents across SaaStr's go‑to‑market function, generating $4.8 M in additional pipeline and $2.4 M in closed‑won revenue. He explains that the results are additive but require daily hands‑on management,...
Building AI Product Sense, Part 2
In part two of "Building AI Product Sense," Dr. Marily Nika, an experienced AI product manager from Google and Meta, outlines a weekly ritual for developing AI product sense—translating model behavior into trustworthy products. She explains why Meta now includes...
B2B Community Growth with Kris Rudeegraap, Co-Founder & Co-CEO at Sendoso
In this episode, Jodi interviews Kris Rudeegraap, Co‑Founder & Co‑CEO of Sendoso, about how the company built a multi‑tiered B2B community that fuels a $7 million pipeline and boosts account spend by 71%. Kris explains the ROI of personal advisory groups,...
20VC: From $6.2BN Market Cap to $2.8BN: What Is Not Translating About Navan's Public Story | Are Any Public Company...
In this episode, Ariel Cohen, co‑founder and CEO of Navan (formerly TripActions), discusses the company’s recent IPO, the sharp drop in market cap, and the strategic decisions driving its next phase. He explains why Navan rushed to go public, how...
How Zoom Grew 30x Almost Overnight
In this episode, Eric Yuan recounts his journey from a frustrated employee at a video‑conferencing startup to founding Zoom, detailing the company’s rapid 30‑fold expansion during the COVID‑19 pandemic. He explains how Zoom scaled its technology, culture, and operations to...
How to Scale to $12M ARR: The Serial Founder Playbook for Vertical SaaS and Agentic AI
In this episode, Matt Spiegel, founder and CEO of Lawmatics, walks through how his vertical SaaS company scaled to $12M ARR by focusing on high ARPU, agentic AI, and disciplined capital strategies. He shares tactics for acquiring the first 100...
Product Walkthroughs, the Next Open Source Product & Other Listener Questions
In this episode, Jason Fried and David Heinemeier Hansson answer listener questions, covering how they record unscripted product walkthrough videos, the upcoming open‑source product Writebook, and the way the 37signals team combines Basecamp with their new kanban tool Fizzy. They...
How Dresma Hit $2M ARR With Usage-Based Pricing & AI-Powered E-Commerce Imagery
In this episode, Siddharth Sinha, co‑founder and CEO of Dresma, walks through how his AI‑powered platform scales studio‑quality e‑commerce imagery and video for global brands using usage‑based pricing and automated workflows. He explains why the usage model outperformed seat‑based pricing,...
SaaStr 839: Why Most SaaS Companies Will Fail at AI (And How to Avoid It) with Intercom's CPO
In this episode, Intercom Chief Product Officer Paul Adams details how the company pivoted from a struggling SaaS business to an AI-first powerhouse, launching the Fin product that now resolves over a million customer issues weekly. He explains that successful...
Give It a Name
In this episode, Jason Fried and David Heinemeier Hansson discuss how and when they choose product names, sharing stories behind names like Fizzy and Omarchy and noting that no name can satisfy every criterion. They explain the practical influence of...
Product Pass Drop: Canva, ElevenLabs, Manus, Factory, Amp, Railway, Framer—Now Free with Your Paid Subscription
In this episode of Lenny's Reads, the host announces seven new premium partners—Canva, ElevenLabs, Manus, Factory, Amp, Railway, and Framer—added to the Product Pass, boosting the total value of a paid subscription to over $25,000. He walks through each tool’s...
ChatGPT Apps Are About to Be the Next Big Distribution Channel: Here’s How to Build One
In this episode, Colin Matthews explains how ChatGPT‑native apps are emerging as a new distribution channel, with discovery shifting to contextual interactions inside the chat interface. He outlines the three UI modes, the "one widget per message" constraint, and how...
The Embedded Tax Revolution: Ben Borodach, CEO of April, on Building Tax Infrastructure From Scratch
In this episode, Ben Borodach, founder and CEO of april, explains how his company built the first nationally licensed tax engine in over 15 years to embed real‑time tax intelligence into banking, fintech, and payroll platforms. He discusses the technical...
Bootstrapped to $15M ARR: How Flipsnack Scaled Digital Publishing with SEO & $200K ACVs
In this episode, Gabriel Ciordas, founder and CEO of Flipsnack, explains how he grew a bootstrapped digital publishing platform to $15 M ARR and 28,000 customers by leveraging a deep SEO strategy, a self‑serve onboarding flow, and high‑ACV enterprise contracts up...
Making Things that Multiply
In this episode, Jason Fried and David Heinemeier Hansson discuss how 37signals lets strong ideas migrate across its product suite, giving each product its own design voice while allowing concepts to evolve and multiply. They explore the balance between reviving...
36 | 2026 Software M&A Outlook: Valuations, Buyers, and What’s Changed
In this episode, Vista Point Advisors’ managing directors Mike Lyon and Jeff Koons dissect the 2025 software M&A landscape and project key shifts for 2026, focusing on buyer behavior, deal structures, and valuation trends—especially in vertical SaaS. They highlight that strategic...
202. Kate Sygrove, Director of CS & Support, Mouseflow - Speak CFO: How CS Leaders Earn an Equal Seat at...
In this episode, Kate Sygrove, Director of Customer Success at Mouseflow, outlines how CS leaders can earn a seat at the executive table by "speaking the language of the CFO," translating customer sentiment into predictive revenue models and combining hard...
How He Scaled a Niche SaaS to $14M/Year With No Funding
Scott Davis, President and Co‑Founder of Volie, explains how his bootstrapped BDC communication SaaS grew from four dealership clients in 2017 to $14 million in annual revenue, serving 2,000 rooftops across 300 store groups while keeping a 16% profit margin and...
From $500K to $1.5M ARR: Bootstrapping VR SaaS for Trade Skills
In this episode Sabari Nair, CEO of Skillveri, details how his VR‑based vocational training platform grew from $500K to $1.5M ARR by bundling a $4K‑per‑year SaaS subscription with optional hardware add‑ons and leveraging a reseller‑led go‑to‑market strategy. He explains the...
Founder Uses Genius Playbook to Hit $1M Revenue with No Employees
In this episode, Andrew Fennell, founder of Standout CV, shares how he turned a freelance CV service into a bootstrapped SaaS that now attracts 18 million organic visitors, generates $30K MRR and over $1 million in lifetime revenue—all without venture funding. He...
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Rob Walling reviews TinySeed’s progress at the end of 2025, highlighting that the accelerator has invested in over 210 B2B SaaS companies, raised just under $60 million across three funds, and returned capital from its first fund. He notes emerging trends...
The Present and Future of AI in Sales and GTM A Deep Dive with Jason Lemkin and Kyle Norton,...
Jason Lemkin and Owner CRO Kyle Norton discuss how AI agents now outperform average AEs and SDRs, reshaping GTM team structures. They stress that CROs/CMOs must personally train at least one agent within 30 days, choose one or two vendor...
Bootstrapping Through War to $6M ARR: A SaaS Founder Story
Vlad Malanin, a surgeon‑turned AI scientist, details how SpeedSize grew from $400K to $6M ARR by leveraging AI‑driven media compression, a usage‑based enterprise pricing model, and a partnership‑first go‑to‑market strategy with AWS and IBM. He explains the land‑and‑expand sales motion...
How to Build Your PM Second Brain with ChatGPT
In this episode, Amir Klein from monday.com walks listeners through a practical system for creating a PM "second brain" using ChatGPT, emphasizing that AI should amplify rather than replace a product manager's work. He explains how to define a clear...
We Deployed 20+ AI Agents and Replaced Our Entire Human SDR Team. Here's What Actually Works. (Video + Pod)
In this episode the hosts detail how they replaced their human SDR team with over 20 AI agents, sending 60,000+ hyper‑personalized emails, booking 130+ meetings and generating 15% of SaaStr AI London ticket revenue by targeting low‑priority and ghosted leads....
SaaS as an Orchestra | How to Conduct CX, Content & AI Into One Seamless Journey
In this episode, Arman Eshraghi, founder and CEO of Qrvey, argues that SaaS founders should target smaller, high‑pain markets rather than chasing larger TAMs, and explains how embedded analytics and AI tailored for multi‑tenant SaaS can outshine generic dashboards. He...
How to Spot a 1% Startup Early
In this episode Lenny Rachitsky breaks down the three rare traits that super‑spotters use to identify "1%" startups early, such as ludicrous ambition, subtle signals of founder greatness, and product‑level clues. He illustrates these signals with examples from companies like...
No, Inbound Isn't Dead. The GTM Playbook Isn't Broken. But Your Moats Are Shrinking to Months.
Jason Lemkin debunks the hype that inbound and traditional GTM playbooks are dead, showing that classic tactics still work but must be paired with modern AI tools to capture soaring demand. He highlights how top AI startups are run by...
“PMs Who Use AI Will Replace Those Who Don’t”: Google’s AI Product Lead on the New PM Toolkit | Marily...
In this episode, Google AI Product Lead Marily Nika demonstrates a full AI‑driven product management workflow using a smart‑fridge concept, from Reddit‑sourced user research with Perplexity to PRD generation via custom GPTs, interactive prototyping with v0, and stakeholder‑ready video mockups...
The Future of AI-Powered Sales with Vercel COO, Jeanne DeWitt
In this episode, Lenny Rachitsky talks with Vercel COO Jeanne DeWitt about how AI is reshaping go‑to‑market (GTM) strategy, emphasizing the growing importance of GTM engineering and data‑driven segmentation. Jeanne shares practical advice on building sales organizations that earn the...
These 4 AI Automations Will Make You $1M (With Zero Employees)
In this episode of The Martell Method, Dan Martell outlines four AI-driven automations that can generate a million dollars in revenue without hiring staff, emphasizing real‑world tools and playbooks he uses across his portfolio. He expands on how AI is...
Bootstrapped to $82M: How Callum Mckeefery Built Reviews.io From His Kitchen Table
In this episode, bootstrapped founder Callum McKeefery details how he and his wife grew Reviews.io to $12 M ARR and sold it for $82 M without outside funding, emphasizing a SEO‑driven viral loop, high revenue per employee, and a non‑equity compensation model...
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Rob Walling answers listener questions, offering a framework for handling a plateaued $500k SaaS business and warning that putting a company on "autopilot" often leads to decline. He explains when founders should invest in SOC 2 compliance, the pros and cons...
A Guide to Difficult Conversations, Building High-Trust Teams, and Designing a Life You Love | Rachel Lockett
In this episode, executive coach Rachel Lockett shares practical frameworks for leadership, including when to coach versus direct, the GROW model for self‑solution, and strategies to make difficult conversations smoother. She discusses avoiding burnout by designing energizing careers, nurturing healthy...
Ep. 181 - How Fast-Growing SaaS Companies Are Modernizing Their Revenue Stack
In this episode, Mark Walker, CEO of Nue.io, explains how legacy CPQ and billing systems are failing fast‑growing SaaS and AI companies, prompting a shift to unified, flexible revenue infrastructures that can handle complex, consumption‑based and bank‑billed models. He highlights...
How Ads, AI, and Intent Signals Drive B2B SaaS Revenue with Srikrishna Swaminathan #235
In this episode, Sri Swaminathan explains how B2B SaaS marketers can map the buyer journey, use AI to automate attribution, and harness intent data while respecting privacy to drive measurable revenue. He introduces the concept of GTM engineering and the need...
He Used AI to Generate $6m Revenue at Dreamstories by Selling Childrens Books
In this episode, Ricardo, founder of DreamStories.ai, explains how he built an AI‑driven personalized children’s‑book studio that has generated over $3 M in sales and acquired more than 100,000 paying customers using profit‑positive Facebook ads. He details his acquisition strategy—keeping customer...
