Episode 743 | How to Sell Your Business Without Regret

Episode 743 | How to Sell Your Business Without Regret

Author: Rob Walling December 10, 2024 Duration: 36:42
In episode 743, Rob Walling and Dr. Sherry Walling read the first chapter of their new book, Exit Strategy: The Entrepreneur’s Guide to Selling Your Company Without Regret. They discuss the emotional and psychological challenges of selling a business, and why it’s often harder than founders expect. They offer insights on how to prepare for a sale, protect your mental health, and how to best navigate this major life change that few others understand. Back the book on Kickstarter Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn through your runway. If you need help finding a vetted, senior, results-oriented developer, you should reach out to today’s sponsor, Lemon.io.  For years, they’ve been helping our audience find high quality, global talent at competitive rates, and they can help you too. Longtime listener Chaz Yoon, hired a senior developer from Lemon.io and said his hire ”definitely knew his stuff, provided appropriate feedback and pushback, and had great communication, including very fluent English. He really exceeded my expectations.”  Chaz said he’d definitely use Lemon.io again when he’s looking for a senior level engineer.  To learn more and get a 15% discount on your first four weeks of working with a developer at lemon.io/startups.  Topics we cover:  (1:49) – Exit Strategy Introduction (6:56) – Exits are complicated (11:16) – One of the hardest things you’ll ever do (15:57) – Your business is your baby  (18:35) – Entering the unknown (26:49) – Six factors that shape how you feel about an exit (31:03) – Making it real Links from the Show:  Exit Strategy: The Entrepreneur's Guide to Selling Your Business Without Regret Back the book on Kickstarter MicroConf Connect Applications Close Today, December 10th Rob Walling (@robwalling) | X Dr. Sherry Walling (@sherrywalling) | X The SaaS Playbook Built to Sell by John Warrillow Touching Two Worlds by Dr. Sherry Walling The Entrepreneur’s Guide to Keeping Your Sh*t Together by Sherry Walling, PhD, Rob Walling If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your quest...

Rob Walling hosts Startups For the Rest of Us, a long-running conversation focused squarely on the realities of building a company without massive venture funding. This isn't about Silicon Valley fairy tales; it's a practical, ground-level view of entrepreneurship. Each episode delves into the specific journeys of founders who are starting, acquiring, or growing their SaaS businesses, emphasizing the path of bootstrapping. You'll hear the unvarnished details-the strategic decisions, the unexpected obstacles, and the hard-won victories that define the daily life of a founder. The discussions are built on real stories, offering tangible lessons from both struggle and success. For anyone who has ever felt that the typical startup narrative doesn't reflect their own resource-constrained reality, this podcast provides a necessary and relatable perspective. It’s a deep resource for actionable advice and genuine camaraderie, connecting you with the experiences of those navigating the same challenging terrain. Tune in for honest conversations that cut through the hype and focus on building sustainable businesses.
Author: Language: en-us Episodes: 100

Startups For the Rest of Us
Podcast Episodes
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman) [not-audio_url] [/not-audio_url]

Duration: 35:03
In episode 734, Rob Walling interviews Ian Landsman, founder of HelpSpot, about his 20-year bootstrapper journey. They discuss Ian's transition from on-prem software to SaaS, the challenges and benefits of each, and the…
Episode 732 | Lessons Learned Bootstrapping to a $615M Exit [not-audio_url] [/not-audio_url]

Duration: 36:25
In episode 732, Rob Walling interviews Jeff, a mostly anonymous and retired founder, about his mostly bootstrapped business and subsequent exits. Jeff shares how he started the company in 2003 and how he persevered in th…

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