Jamie Simpson explains how he moved from a failed care home deal to buying three hair salon businesses using deal flow, motivated seller conversations, creative acquisition structures, and a clear focus on execution.
Listen to the EpisodeHear Jamie Simpson explain how he bought three businesses without risking his own cash, built seller deal flow, and changed his approach after an expensive stalled acquisition.
Episode
192
Runtime
28:06
Topic
Business buying strategies
Format
Founder interview with Jamie Simpson
Three acquisition lessons from Jamie Simpson's move from stalled dealmaking to completing multiple business purchases.
Jamie's first acquisition attempt failed after years of focus on a single deal. His later success came from creating volume, speaking with multiple sellers, and refusing to depend on one opportunity.
The best deals came from owners with clear personal reasons to sell, including an owner planning to emigrate. Understanding the seller's problem made it easier to shape a practical transition.
Jamie focused on speaking with sellers and structuring deals, while using specialists for legal work, data, mailing, and operations so he could spend time where he added most value.
In this episode, Jonathan Jay interviews Jamie Simpson about the difference between being interested in buying a business and actually getting deals completed. Jamie explains how an earlier care home acquisition absorbed years of time, large legal fees, and personal money, then contrasts that with a faster, lower risk approach built around deal flow and better acquisition structure.
Jamie then breaks down how he shifted into the hair salon sector, sent thousands of letters, learned from seller conversations, and completed three salon acquisitions in a short period. The discussion covers why motivated sellers matter, why buyer confidence improves through real conversations, and why direct mail can create warmer inbound seller conversations than cold calling.
The episode also covers practical execution after completion, including keeping sellers involved during transition, hiring operational management, protecting staff confidence, and using professional advisers rather than trying to do everything alone. Jamie's central message is direct: follow a proven process, create enough deal flow, solve seller problems, and learn by taking action.
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