$25M ARR - How Adam Robinson Grew Retention.com to 25M A Year SAAS Business

#276 What if the one strategy that built your business suddenly stopped working? Would you know how to pivot — or would you crash and burn? In this episode hosted by Kirsten Tyrrel, we sit down with Adam Robinson, former Wall Street trader turned successful entrepreneur. After the 2008 financial crash upended his career at Lehman Brothers, Adam took a leap into the unpredictable world of online business. He shares his rollercoaster journey — facing failures, finding product-market fit, and ultimately building Retention.com into a multi-million dollar company. We dive deep into the importance of resilience, why cold email still works (when done right), and the hard truths about scaling a startup. If you're an entrepreneur navigating the early stages of business, this episode is packed with invaluable lessons you won’t want to miss! What we discuss with Adam: + From Wall Street to startups – Adam’s transition after the 2008 crash + Early business struggles – Lessons from his first failed venture + Finding product-market fit – How one feature changed everything + Cold email & ethics – Debunking myths about outreach and compliance + Breaking revenue plateaus – The pivot that unlocked growth + Scaling a SaaS company – Growing Retention.com to $25M ARR + Behavioral email marketing – Why targeted emails outperform blasts + Common founder mistakes – Focusing on the wrong things early on + The right way to start – Talk to customers, validate, then scale + Grit & resilience – The real key to long-term success Thank you, Adam! Check out Retention.com at Retention.com. Check out RB2B at RB2B.com. Follow Adam on LinkedIn. Watch the video podcast of this episode! And follow us on: Instagram Facebook Tik Tok Youtube Twitter To get exclusive offers mentioned in this episode and to support the show, visit millionaireuniversity.com/sponsors. Want to hear from more incredible entrepreneurs? Check out all of our interviews here! Learn more about your ad choices. Visit megaphone.fm/adchoices

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Millionaire University is on a mission to help you build wealth, achieve financial freedom, and create a business that supports the life you want. We reveal proven strategies for business growth, personal finance, and investing—teaching you how to increase your income, build passive revenue streams, and take control of your money. You will learn how to start and scale a business, make smarter financial decisions, and build lasting wealth—all while creating a life of impact and fulfillment.  Growing a business and achieving financial freedom doesn’t have to be as complicated as some may think. At Millionaire University, we cut through the confusion and break things down in a simple, actionable way to help you reach your financial goals faster.  Whether you’re launching a business, scaling an existing one, growing your net worth, creating multiple income streams, learning to invest or developing a millionaire mindset to overcome obstacles holding you back, we’ve got you covered. In each episode, one of our Millionaire Mentors will deliver an action-packed masterclass, sharing exactly how they built wealth—and how you can do the same. If you're ready to take a smarter, faster path to financial freedom, welcome to Millionaire University—your school for wealth creation. Graduate rich, not broke. Get your FREE Business Training at MillionaireUniversity.com/training.