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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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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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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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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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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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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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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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show series
 
SaaStr 810: AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva's CCO Rob Giglio Join John Gleason, founder and managing partner at Success Venture Partners, as he interviews Rob Giglio, Chief Customer Officer at Canva. Rob shares his extensive experience leading customer success, sales, and go-to-market functions at top co…
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Looking back on your entrepreneurship journey, which decisions made the biggest impact? In this solo episode, Rob Walling breaks down the 10 decisions that shaped his success, like choosing action over perfection, learning fast from failure, and building a financial cushion to take smarter risks. It’s an honest look at what worked and the choices t…
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SaaStr 809: Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box's CEO and Co-Founder, IBM's VP for AI and SaaStr's CEO and Founder This conversation between Aaron Levie, CEO & Co-Founder of Box, Raj Datta, Global Vice President for Software and A.I. Partnerships at IBM and Jason Lemkin, CEO and Founder of SaaStr, covers the evolut…
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Are you repeating any of these mistakes in your business? In this episode, Rob Walling walks through his ‘founder regret list’, detailing 12 key mistakes from his 20-year entrepreneurial journey. In this very personal episode, he tells some stories he’s never shared publicly before. Topics we cover: (4:17) – Thinking venture capital was the only pa…
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In this episode, Left Brain Wealth Management’s Brian Dress (Director of Research) and Noland Langford (CEO & CIO) take a level-headed look at the first half of 2025 and explore where smart investors are putting their money right now — without letting political noise cloud their decisions. We cover: • The real risks investors are facing in 2025 • W…
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SaaStr 808: AI and Cybersecurity: Scaling Rubrik to a Billion Dollar Enterprise with Rubrik's Co-Founder and CTO In this episode, Kit Colbert, former CTO of VMware and Platform CTO at Invisible, sits down with Arvind  Nithrakashyap, Co-founder and CTO of Rubrik, to discuss the company's journey and innovations over the last 11 years. Arvind  shares…
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What if your biggest growth blocker isn’t the market, but the story you’re telling yourself? In this episode, Rob Walling welcomes back fan favorite Ruben Gamez, founder of SignWell, to debunk common bootstrapper myths. They discuss misconceptions like never needing to sell your company or market your product, and emphasize the realities of growth …
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SaaStr 807: Snowflake's CEO on the AI Data Cloud, Partner Strategy, and What’s Next Join Sridhar Ramaswamy, CEO of Snowflake, and Jeremy Burton, CEO of Observe, in a comprehensive discussion led by SaaStr CEO & Founder, Jason Lemkin. Discover the inner workings of Snowflake's Board, the dynamics of strategic partnerships, and the evolving role of A…
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Are common SaaS myths sabotaging your success? In this episode, Rob Walling sits down with SaaS growth expert (and TinySeed Institute coach) Marc Thomas to break down ten persistent and damaging myths believed by many SaaS founders and why challenging them is key to scaling smart. Topics we cover: (4:52) – “I’m not good at marketing” is a lie (8:48…
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SaaStr 806: How The Smartest Founders Are Already Winning with AI: SaaStr CEO Jason Lemkin on My First Million SaaStr CEO and Founder Jason Lemkin recently returned to HubSpot's My First Million Podcast with Sam Parr and Shaan Puri to do a deep dive on AI and SaaS. It was a fun one because we approached it more from a content creator and end-user p…
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SaaStr 805: CRO Confidential - 5 Ways AI Has Already Changed SaaS Sales Forever with Perplexity's CBO Dmitry Shevelenko. Hosted by Sam Blond. Join Sam Blond in the latest episode of CRO Confidential live from SaaStr Annual, featuring Dmitry Shevelenko, Chief Business Officer at Perplexity. Dive deep into how cutting-edge AI can transform your go-to…
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How do you price pilot projects and niche down without hedging your bets? In this episode, Rob Walling answers listener questions about pricing pilots, choosing niches, and skipping steps on his Stair Step Method of Bootstrapping. Want to get your question answered? Drop them here. Topics we cover: (3:25) – Feedback on Season 4 of TinySeed Tales (8…
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SaaStr 804: AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan Join us as HubSpot's CEO Yamini Rangan delves into the dynamic landscape of SaaS, discussing the rapid transformations driven by AI. In this insightful session, Yamini shares her experience with pivoting HubSpot's roadmap after the advent of ChatGPT, the increasin…
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What if the traditional dream of retirement is actually a trap for entrepreneurs? In this episode, Rob Walling talks with Derek Coburn, author of Let’s Retire Retirement: How to Enjoy Life to the Fullest, to challenge the long-held belief that early retirement is the ultimate goal. They explore why many entrepreneurs feel unfulfilled after retiring…
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Are you a high net worth investor looking to stay ahead of the curve in the age of AI? Here’s your inside track on how artificial intelligence is transforming enterprise software—and where forward-thinking investors are putting capital to work right now. In this episode, Brian Dress (Director of Research at Left Brain Wealth Management) sits down w…
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SaaStr 803: AI, Sales + GTM in 2025/2026: This Really Changes Everything with SaaStr CEO and Founder Jason Lemkin and Owner CRO Kyle Norton In this engaging session, we dive deep into how AI is transforming the sales landscape, featuring a conversation between SaaStr CEO and Founder Jason Lemkin and Kyle Norton, the Chief Revenue Officer of Owner, …
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What’s it take to bootstrap a niche SaaS to $90M without raising a dime? In this episode, Kevin Wagstaff joins Rob Walling to share how he and his brother bootstrapped Spectora from a scrappy MVP to a $90M valuation. It’s a masterclass in finding traction in unsexy markets, building with empathy, and making smart bets like embedded payments. Topics…
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