Free Time with Jenny Blake

265: 🦧 What to Do When You Lose Your Biggest Client (Part Two)


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What do you do when you lose your biggest client? If you haven’t already, listen to part one for some answers—264: What to Do When You Lose Your Biggest Client— and save these links for a rainy day :)

The next time you’re going through something challenging in your business, remember: you are not alone! I hope you find comfort through the voices of some of my dearest friends, former podcast guests, and favorite Heart-Based Business owners who are speaking from experience about how they've handled situations just like this.

If you want the full scoop on what founding BFF member Leanne Hughes calls “business reality TV” on how I have been handling losing my biggest favorite client, I encourage you to check out the full series of posts at Rolling in D🤦🏻‍♀️h. Thank you for listening, and huge thanks to our contributors to this series!


📝 Contributors & Permission Slips:
  • Stephanie Polen, founder of The Polen Group: “Give yourself permission to be emotional and recognize that that's your humanity - that is the thing that makes you special and the work that you do. And it's probably why that big client hired you in the first place.”
  • Khe Hy, founder of RadReads: “View these challenges not as a death of identity, but an opportunity to recalibrate your emotional resilience.”
  • Marisol Dahl, cofounder of Together Agency: “When you part ways with a big client, give yourself permission to take a beat so that you can reflect and digest on your own experience with this client.”
  • Chris Wilson, founder of Simplify Your Why: “Try more experiments with your business; give yourself the chance to iterate and fail (it helps if you live below your means!). It's rare that your first business model will work.”
  • Maya Middlemiss, founder of Remote Work Europe: “Give yourself permission to do something for yourself in terms of your interests and professional development. Don't let anybody own so much of your time.”
  • Check out the other half here, from Kelli Thompson, Kristoffer Carter, Pamela Slim, and Charlie Gilkey: 264: What to Do When You Lose Your Biggest Client (Part One)

    🔗 Articles Mentioned
    • Rolling in D🤦🏻‍♀️h
    • This is a Wonderful Day
    • An Honest Accounting: Part One, Part Two, Part Three
    • Am I Running a Zombie Business? Part One and Part Two
    • Ghost Self: Part One, Part Two, Part Three

      📚 Books Mentioned
      • The Big Leap by Gay Hendricks (mentioned by Chris Wilson)
      • Free Time: Lose the Busywork, Love Your Business
      • Pivot: The Only Move That Matters Is Your Next One
      • Life After College

      • 🎧 Related Episodes
        • Free Time: 264: What to Do When You Lose Your Biggest Client (Part One)
        • 173: Cut Your Losses—Even While Pivoting in Public—with Khe Hy
        • Check out our full Rad Reads x Pivot Spotify Playlist
        • Pivot: 355: Building a Brand Strategy from Scratch with Adam Chaloeicheep of Together Agency and 356: Four Brand Personas with Adam Chaloeicheep
        • Future is Freelance with Maya Middlemiss: From Freelancing to Delightfully Tiny Teams: Embracing Automation, Empowerment, and Emojis with Jenny Blake


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          ✍️ Check out Jenny’s personal business essays on Substack, Rolling in D🤦🏻‍♀️h

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