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Content provided by Chips Investments Pty Ltd and Sam Penny. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Chips Investments Pty Ltd and Sam Penny 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://podcastplayer.com/legal.
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The Fit Factor: How to Avoid Buying the Wrong Business

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Manage episode 497116995 series 3667331
Content provided by Chips Investments Pty Ltd and Sam Penny. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Chips Investments Pty Ltd and Sam Penny 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://podcastplayer.com/legal.

Too many investors get seduced by EBITDA and end up buying the wrong business. In this episode, Sam Penny dives deep into what really matters when you're buying: fit. Because even a profitable business will eat you alive if the values, leadership style, or vision don’t align with you.

Drawing from 25 years of real-world experience buying, building, and selling businesses, Sam introduces the Buyer Fit Framework—a simple but powerful tool to evaluate whether a business truly suits who you are and how you lead.

This episode is for anyone who's ever looked at a P&L and thought, “This looks good,” but forgot to ask, “Does it feel right?”

What You’ll Learn:

  • Why buyers regret poor fit, not high prices.
  • The 4 dimensions of Buyer Fit: Values, Leadership, Skill, and Vision.
  • How to spot cultural misalignments before they derail your deal.
  • The “soft signals” that tell you if a business is truly right for you.
  • The red flags that even seasoned buyers miss (and how to catch them early).
  • Practical tools to evaluate alignment and de-risk your acquisition.

Free Resources Mentioned:

Who This Episode Is For:

  • Acquisition entrepreneurs looking to avoid post-deal regret
  • Investors moving from theory to real-world ownership
  • Operators wanting more than just ROI—they want meaning, mission, and momentum

Final Thought:
When the fit is right, the numbers follow. But when it’s not, the deal becomes a burden. Don’t buy a misfit. Buy a business that fits you.

  continue reading

15 episodes

Artwork
iconShare
 
Manage episode 497116995 series 3667331
Content provided by Chips Investments Pty Ltd and Sam Penny. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Chips Investments Pty Ltd and Sam Penny 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://podcastplayer.com/legal.

Too many investors get seduced by EBITDA and end up buying the wrong business. In this episode, Sam Penny dives deep into what really matters when you're buying: fit. Because even a profitable business will eat you alive if the values, leadership style, or vision don’t align with you.

Drawing from 25 years of real-world experience buying, building, and selling businesses, Sam introduces the Buyer Fit Framework—a simple but powerful tool to evaluate whether a business truly suits who you are and how you lead.

This episode is for anyone who's ever looked at a P&L and thought, “This looks good,” but forgot to ask, “Does it feel right?”

What You’ll Learn:

  • Why buyers regret poor fit, not high prices.
  • The 4 dimensions of Buyer Fit: Values, Leadership, Skill, and Vision.
  • How to spot cultural misalignments before they derail your deal.
  • The “soft signals” that tell you if a business is truly right for you.
  • The red flags that even seasoned buyers miss (and how to catch them early).
  • Practical tools to evaluate alignment and de-risk your acquisition.

Free Resources Mentioned:

Who This Episode Is For:

  • Acquisition entrepreneurs looking to avoid post-deal regret
  • Investors moving from theory to real-world ownership
  • Operators wanting more than just ROI—they want meaning, mission, and momentum

Final Thought:
When the fit is right, the numbers follow. But when it’s not, the deal becomes a burden. Don’t buy a misfit. Buy a business that fits you.

  continue reading

15 episodes

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