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SaaStr Podcasts

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The Official SaaStr Podcast is the latest and greatest from the world of SaaStr, interviewing the most prominent operators and investors to discover their tips, tactics and strategies to attain success in the fiercely competitive world of SaaS. On the side of the operators, we center around getting from $0 to $100m ARR faster, what it takes to scale successfully and what are the core elements of hiring. As for the investors, we learn what metrics they hone in on when examining SaaS business, ...
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The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.
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Heresy

Dimitar Stanimiroff

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Thinkers. Builders. Rebels. Big ideas from the edge of tech and beyond. Hosted by Dimitar Stanimiroff, Heresy started with a simple goal: learn from the sharpest minds in SaaS GTM. It’s grown into a show that follows curiosity across domains—tech, startups, investing, science, and philosophy. Past guests include Jason Lemkin (SaaStr), Aaron Ross (Predictable Revenue), Philip Su (ex-Meta, OpenAI) and execs from Uber, Box, Twilio, and Stack Overflow. New episodes drop regularly.
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Cloud Returns covers ALL types of software investing, whether seed, venture capital, growth equity, private equity, debt, and the public markets. Our target audience: SaaS investors AND operators raising capital that listen to SaaStr, Twenty Minute VC (20VC), The Logan Bartlett Show, or Thoma Bravo’s Behind the Deal and still want to learn even more.
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Learning Machine

Content and Coffee

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This is Learning Machine. A podcast about digital marketing, content, strategy, startups, and business. If you like Mixergy, Entrepreneur on Fire, Tropical MBA, Rocketship.fm, SaaStr, Tim Ferriss show, or Startups for the Rest of Us, you will love Content and Coffee.
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SaaS Marketing Superstars is the show where we uncover proven growth strategies from CMOs and marketing leaders behind some of the fastest-growing SaaS companies.Each episode features an interview with a SaaS CMO, Founder or marketer leader, discussing topics like paid ads, SEO, content marketing, ABM and sales, landing page optimization, email marketing and how to use these strategies to generate more trial and demo signups for your SaaS.
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Made for "full stack" cloud operators, Cloud Radio covers all aspects of the business of software. Our target audience: SaaS investors that listen to SaaStr, The SaaS Podcast, SaaS Revolution, or Startups For The Rest Of Us and still want to learn even more.
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B2B Revenue Leadership - CEO, CRO, CMO, VC, Sales and Marketing Startup SaaS

Sales Leadership Marketing Startup SaaS expert - Brian Burns

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If you're interested in B2B Revenue Leadership this is the show for you. From the founder of The Brutal Truth about Sales & Selling and The Sales Questions PodCast. This PodCast is Focused on Leadership in the B2B Space to drive revenue by using the most modern and scientific approaches. If you are a CEO, VC, CRO, CMO or want to be one some day this PodCast is for you. If you like Tim Ferriss, Bill Burr, Dave Ramsey, Serial, Reply All, The Art of Charm, HBR, WTF, Startup, Motley Fool, Money, ...
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A show for CEO's, CMO's CRO's and Venture Capitalists If you are in a B2B Leadership role this is the podcast for you. The founder of "The Brutal Truth About Sales & Selling" interviews the most thought-provoking guests. We will cover what is working today in Sales & Marketing. If you like Tim Ferriss, Bill Burr, Dave Ramsey, Serial, Reply All, The Art of Charm, HBR, WTF, Startup, Motley Fool, Money, Gimlet, TEDTalk, NPR, EOFIRE, The TOP, Ziglar, Hustler, Advanced Selling, Salesman Red, Sale ...
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The Longcut breaks down the illusion of the overnight success by sharing the stories of those who have successfully created, launched, and grown software businesses to solve a problem. In the fiercely competitive world of SaaS, Ryan introduces you to the brilliant minds behind the businesses we admire. You’ll hear perils and pitfalls, stories of staggering success, candid conversations, and what drives these owners, entrepreneurs, and innovators forward. Key themes we’ll explore include prod ...
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Left Brain Thinking highlights the securities analysis of Left Brain Investment Research and the logical approach that the firm brings to creative investment ideas. Each week, you'll get Left Brain's take on specific stocks and bonds. Tune in to experience the disciplined decision-making and independent thinking that powers the firm’s search for profitable investment opportunities.
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Angles and Insight

Casey Hill and Danny McCarthy

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This show pairs up 2 leaders in the tech world to face off on specific issues from differing perspectives. Through these debates, we aim to shatter the echo chambers and help you build winning strategies for your team in fast-changing times.
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The Lowly SDR Podcast

The Lowly SDR

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Breaking down the divide in modern day SaaS sales culture by having REAL and HONEST conversations with all levels of the power line. Fixing the broken SDR/BDR system one episode at a time. The show by an SDR... for SDR’s. Discussing the sales topics that you care about. Brought to you by ABUVEGROUND
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Join us as Jason Lemkin, CEO, and Founder of SaaStr, sits down with Tope Awotona, CEO, and founder of Calendly for an insightful AMA session. They discuss Calendly's journey, their success in the Product-Led Growth (PLG) domain, and how it balances self-serve with enterprise sales strategies. Tope shares candid lessons learned from growing Calendly…
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Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about the wins, the missteps, and everything in between. In this season premiere, Rob Walling introduces Harris Kenny of OutboundSync. After running a successful agency, Harris makes the leap to go all-in on SaaS. It…
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In this episode, host Matt Harney speaks with Joey Brookhart, Co-Founder of AlphaRepo and a longtime long-short software investor, as Managing Partner and Portfolio Manager of Sandbrook Capital. Joey explains the SaaS metrics that matter most, the overrated ones investors should avoid, and why earnings day volatility often comes down to “bogeys” an…
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What are the real risks of AI-generated code and “vibe coding”? In this episode, Rob Walling is joined once again by fan-favorite Derrick Reimer to answer a fresh batch of listener questions. They dig into solo vs. co-founder trade-offs, managing scope creep, and how integrations can shape early traction. Want to get your questions answered? Drop t…
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SaaStr 815: Redpoint Ventures Playbook: How Top VCs Are Really Investing in AI with Jacob Effron, Managing Director of Redpoint Ventures Jacob Effron, Managing Director at RedPoint, discusses the state of AI investing and the rapid advancements in AI technology. He highlights the significant decrease in model costs, increased AI capabilities in app…
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How do you know it’s time to move on from a product that’s growing? In this episode, Rob Walling chats with Braden Dennis, co-founder of Fiscal.ai (formerly FinChat), about a rare founder journey: bootstrapping, catching lightning in a bottle, and choosing to go big with venture capital. They dive into the emotional and strategic weight of shutting…
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SaaStr 814: How to Build Top-Performing Sales Orgs with OpenAI's GTM Leader Maggie Hott Join Maggie Hott, GTM Leader at OpenAI, as she shares her extensive experience in building top-performing sales organizations at SaaStr. With a remarkable career history at Eventbrite, Slack, Webflow, and OpenAI, Maggie distills 15 years of insights into a tacti…
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How do you really know when you’ve hit product-market fit? In this episode, Rob Walling welcomes back Kevin Wagstaff, co-founder of Spectora, to answer listener questions about early traction in Facebook groups, finding product-market fit, handling criticism, and what it really took to bootstrap to a $90M exit. Want to get your questions answered? …
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Philip Su is an engineer and leader who helped build Microsoft, Facebook, and OpenAI from the inside. In this episode, he shares hard-earned lessons on thriving in the AI era — and staying human through it all. We cover: How AI is reshaping software careers (and what to do about it) Why “good enough” is no longer safe The dangerous gap between expo…
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Max Altschuler (Sales Hacker, Outreach, GTMfund) joins us in London to talk about building category-defining companies, investing in breakout startups, and rethinking how venture capital works. We go deep on: Lessons from scaling Outreach with Manny Medina The birth of Sales Hacker and the GTMfund story How AI is reshaping go-to-market motions Why …
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In this session, CRO of ServiceTitan, Ross Biestman, and Chemistry's Managing Partner and Co-Founder, Kristina Shen, discuss ServiceTitan's founding principles and growth from a small company to a $11 billion vertical SaaS leader. Together they cover ServiceTitan’s mission-driven approach, and its successful adoption of AI for operational efficienc…
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How do you choose between multiple product ideas? In this solo episode, Rob Walling answers listener questions about picking between two SaaS ideas, product positioning, and how to know when to stop working on a project.Want to get your question answered? Drop them here. Topics we cover: (3:06) – Choosing between two AI products (9:38) – Will early…
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Are you a corporate executive sitting on a growing pile of company stock, but unsure what your next steps should be? We’ve seen it happen far too many times: executives who build wealth through stock compensation, but ultimately fail to fully take advantage because they lack a well-considered plan. If 10–25% of your net worth is tied to one stock, …
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SaaStr 812: What’s Working Now: AI’s Real Impact on Sales with SaaStr's CEO and Co-Founder, and SVP & GM Join Jason Lemkin, CEO and Founder of SaaStr, and Amelia Lerutte, SVP and GM of SaaStr as they dive deep into the practical applications, results, and learnings from integrating AI into sales workflows. This session covers the initial struggles,…
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What’s the real roadmap to lasting financial freedom? In this episode, Rob Walling chats with Nick Maggiulli about his new book, The Wealth Ladder. Nick explains how to identify your current financial stage and what it really takes to move up. They dig into how wealth changes your spending habits, why exits (not salaries) drive significant changes …
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SaaStr 811: Marketing in the Age of AI with Wiz's CMO Raaz Herzberg Join us for an insightful discussion with Raaz Herzberg, the Chief Marketing Officer of Wiz, as she dives into her unconventional journey from engineering to leading Wiz's marketing strategy. In this episode, Raaz shares her unique perspectives on how a lack of traditional marketin…
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When is the right time to sell your profitable SaaS? In this week's episode, Rob Walling talks with Pierre de Wulf, co-founder of ScrapingBee, about how they mostly bootstrapped their web scraping SaaS to $5 million ARR and an eight-figure all-cash exit. They explore the pivotal shift that took them from $7K MRR to nearly $1M ARR in just 15 months,…
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