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Episode 140 - Success is Rarely a Straight Line

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Manage episode 451178020 series 3522172
Content provided by Wendy Brookhouse. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Wendy Brookhouse or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://ppacc.player.fm/legal.

Success is rarely a straight line—it’s more like a bowl of spaghetti! In this episode of The Real Bottom Line, I chat with Jackie Dinsmore, a lawyer-turned-serial entrepreneur and investor, about her unconventional journey. Jackie shares how she built two successful businesses, navigated high-stakes exits, and disrupted the legal industry with her innovative approach at Caravel Law.

We dive into the highs, the challenges, and the lessons learned, covering everything from cash flow struggles in retail to the art of negotiating business sales. Plus, Jackie offers invaluable advice for entrepreneurs on staying resilient, surrounding yourself with the right team, and knowing when to pivot or push through.

If you’ve ever wondered what it takes to grow, sell, or reinvent a business, this episode is packed with actionable insights and candid stories you won’t want to miss!

Topics Covered:

  • Jackie’s entrepreneurial journey from handbags to kids’ apparel
  • The challenges of retail cash flow and inventory management
  • Lessons from selling businesses and working with buyers
  • Disrupting the legal industry with Caravel Law
  • Practical advice for entrepreneurs on navigating the messy path to success

Subscribe for more insights from entrepreneurs who’ve been there, done that, and are ready to share the real bottom line!

📌 Links Mentioned:

  continue reading

146 episodes

Artwork
iconShare
 
Manage episode 451178020 series 3522172
Content provided by Wendy Brookhouse. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Wendy Brookhouse or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://ppacc.player.fm/legal.

Success is rarely a straight line—it’s more like a bowl of spaghetti! In this episode of The Real Bottom Line, I chat with Jackie Dinsmore, a lawyer-turned-serial entrepreneur and investor, about her unconventional journey. Jackie shares how she built two successful businesses, navigated high-stakes exits, and disrupted the legal industry with her innovative approach at Caravel Law.

We dive into the highs, the challenges, and the lessons learned, covering everything from cash flow struggles in retail to the art of negotiating business sales. Plus, Jackie offers invaluable advice for entrepreneurs on staying resilient, surrounding yourself with the right team, and knowing when to pivot or push through.

If you’ve ever wondered what it takes to grow, sell, or reinvent a business, this episode is packed with actionable insights and candid stories you won’t want to miss!

Topics Covered:

  • Jackie’s entrepreneurial journey from handbags to kids’ apparel
  • The challenges of retail cash flow and inventory management
  • Lessons from selling businesses and working with buyers
  • Disrupting the legal industry with Caravel Law
  • Practical advice for entrepreneurs on navigating the messy path to success

Subscribe for more insights from entrepreneurs who’ve been there, done that, and are ready to share the real bottom line!

📌 Links Mentioned:

  continue reading

146 episodes

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