Dealmakers Podcast

Business Buying Strategies With Ian Leslie

Ian Leslie shares four decades of buying, building, growing, and selling businesses, with direct lessons on seller motivation, strategic acquisitions, deal terms, management teams, and taking action.

Listen to the Episode

Episode 197  |  Runtime: 32:54  |  Audio Episode

Listen to the Episode

Hear Ian Leslie explain how he built, acquired, merged, and exited businesses across media, broadcast, video, audio, photography, and commercial property services.

Episode 197
Runtime 32:54
Topic Business buying strategy
Format Founder interview

Key Takeaways

Three acquisition lessons from an entrepreneur with more than forty years of operating, buying, and selling companies.

Action Beats Perfection

Ian makes the case for moving quickly, speaking with owners, and avoiding the perfectionism that keeps many buyers from ever completing a first acquisition.

Terms Can Matter More Than Price

The discussion shows why a seller's headline price is only one part of the deal, and how earn-outs, asset purchases, and payment structure can shape the real outcome.

Build a Deal Team Before You Need It

A proactive lawyer, a strong finance person, and operational expertise can protect buyers from weak numbers, poor diligence, and avoidable completion delays.

Episode Breakdown

Ian Leslie joins Jonathan Jay to discuss the business buying lessons gained from more than forty years in entrepreneurship. After early redundancy pushed him into controlling his own future, Ian went on to start, buy, grow, and sell multiple companies across media, broadcast, AV, video, audio, photography, and related markets.

The conversation moves into Ian's first acquisition, a strategic asset purchase in the set and staging sector. He explains how the deal was negotiated, why the terms mattered, how the acquired staff and assets created a stronger offer for existing clients, and how a relatively modest transaction helped the business win much larger contracts.

Jonathan and Ian also examine seller motivation, exit timing, management teams, corporate structure, and deal team selection. The episode is especially useful for buyers who want to understand how real entrepreneurs think about acquisitions, why motivated sellers matter, and why curiosity, speed, and the right advisers can make the difference between stalled interest and a completed deal.

Best For

  • First time buyers who are delaying action while waiting for the perfect business.
  • Acquisition entrepreneurs evaluating strategic bolt-on opportunities.
  • Buyers negotiating price, earn-outs, asset purchases, and deal terms.
  • Operators building a finance, legal, and operational deal team.
  • Business owners thinking about exit timing, seller motivation, and management succession.

Questions Answered In This Episode

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  • Step-by-step acquisition roadmap
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  • Due diligence checklists
  • Deal closing procedures