Family, Friends & Founders

ebook

By Bryan Ferguson

cover image of Family, Friends & Founders

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This book isn't for the faint of heart. It's for the builders, the visionaries, the ones who wake up every morning with a new idea burning in their chest—only to go to bed wrestling with the five they didn't get to. The Beautiful Burden of the Serial Entrepreneur is an honest, gritty, and often unfiltered look into the mindset, chaos, and calling of those who are compelled to create.


What's it really like to run multiple ventures at once? To scale a landscaping business while launching a clothing line? To flip properties while developing a consulting firm? To pitch a cannabis startup on Tuesday and close a deal on a DEI project by Friday? This book doesn't just ask those questions—it lives in the answers.


Through personal stories, real-time decisions, and moments most entrepreneurs wouldn't dare admit publicly, the book explores:


  • How to know when to hold, fold, or sell a company—and the personal attachment that can complicate those decisions.
  • What happens when your biggest win feels... hollow, and why that emotional letdown often leads to your next big leap.
  • How to manage conflicting identities—like being a creative one minute, a strategist the next, and a leader through it all.
  • Why your circle gets smaller the more you grow, and how to deal with the loneliness of building things no one else can fully see.
  • How to create businesses that operate without you, while staying creatively involved in ways that excite you.
  • Why your best learning will come from failures you didn't plan for, not wins you worked hard for—and how to bounce forward with more wisdom, not just scars.


  • You'll hear about the consultant who left a six-figure retainer on the table to launch a cannabis-themed blunt-rolling class... and made it work. The general contractor who used the profit from one home flip to build a sustainable Airbnb village out of shipping crates. The former athlete who turned a youth basketball program into a cultural brand, and then into a media production company without a blueprint. These aren't fables or exaggerations—just the lived reality of a mind that won't sit still.


    This book also tackles the misunderstood psychology of serial entrepreneurship:


  • Why you'll never feel "done"—even if your bank account says you could retire.
  • How dopamine, identity, and legacy intertwine in the entrepreneurial brain.
  • Why rest often feels more terrifying than risk—and how to make peace with that.


  • It's not all inspiration. There's strategy here, too. You'll get frameworks for managing multiple ventures, prioritizing energy over time, delegating with clarity, and maintaining momentum even when your passion feels split. You'll learn how to build things that generate both income and impact—without burning every bridge (or your mental health) in the process.


    The Beautiful Burden of the Serial Entrepreneur is for the ones who never quite fit in the corporate mold, who'd rather fail forward than stay stuck, and who don't need another "10 steps to 7 figures" checklist. You need something real. Something raw. Something that validates the path you've chosen—and gives you tools to keep going when it gets heavy.


    Because let's be honest: being a serial entrepreneur is glorious. But it's also exhausting. Isolating. Confusing. And at times, deeply unfulfilling. Until it's not.


    Until you build the next thing.


    If you've ever questioned your sanity in the pursuit of building...

    Family, Friends & Founders