DiscoverResults DrivenEpisode 094: The Operational Error That Kills More Wholesaling Businesses Than Bad Deals
Episode 094: The Operational Error That Kills More Wholesaling Businesses Than Bad Deals

Episode 094: The Operational Error That Kills More Wholesaling Businesses Than Bad Deals

Update: 2025-12-11
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Most investors think the hardest part of real estate is finding deals or raising money. But more businesses get taken out by small operational mistakes than anything else.

For today's episode of Results Driven Podcast,  Tiffany High breaks down the two tools investors use to keep deals moving, why they are often misunderstood, and how misusing them can quietly drain your margins.

Listen as she shares three real situations from the past week where deals went sideways even when the paperwork seemed perfect. This episode is all about protecting your business from slow leaks that destroy wholesaling operations over time.

You’ll Learn How To:

  • Understand the difference between a holdback and an advancement
  • Protect yourself with the right contract language
  • Keep title companies accountable and avoid mutual-release disasters
  • Align every document to prevent confusion

What You’ll Learn in This Episode:

  • (01:55 ) How operational mistakes slowly destroy your business
  • (02:45 ) The hardest part of real estate
  • (03:36 ) What is close-and-holdback
  • (04:32 ) Two reasons why holdbacks are powerful
  • (04:51 ) The one sentence your escrow agreement must include
  • (06:19 ) A real holdback case that went wrong
  • (08:48 ) Questions you must ask your title company before closing
  • (09:03 ) What an advancement is and why it carries more risk
  • (10:37 ) A $1,000 advancement mistake that could have been avoided
  • (11:25 ) A messy deal created by misaligned documents
  • (13:18 ) Why choosing the right title company matters
  • (14:04 ) Never issue advancements before the title is clear
  • (14:49 ) The rule for keeping all documents aligned
  • (15:51 ) Your real job as a leader is to reduce complexity, not add to it

Who This Episode Is For:

  • Wholesalers dealing with tricky sellers, title issues, or delays
  • Investors who want predictable operations
  • Teams that need clarity around contracts and compliance
  • Anyone scaling their business and looking to protect margins

Why You Should Listen:

If you have ever lost time, money, or sleep because a seller didn’t move out, a title company changed the rules, or your documents didn’t match, you need this episode. 

Follow Tiffany and Josh here:

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Episode 094: The Operational Error That Kills More Wholesaling Businesses Than Bad Deals

Episode 094: The Operational Error That Kills More Wholesaling Businesses Than Bad Deals

Tiffany and Josh High