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#343 Podcast Highlights 2025 Part 2

Business Buying Strategies from The Dealmaker's Academy

Release Date: 01/22/2026

#350 Confidence, First Deals and Sector Experience show art #350 Confidence, First Deals and Sector Experience

Business Buying Strategies from The Dealmaker's Academy

From First Deal to Big Exits: What Real Dealmakers Are Doing Differently Host: Jonathan Jay Format: Live panel Q&A — Riverside Studios, Hammersmith Guests: Seven Inner Circle members Overview Seven of Jonathan Jay's Inner Circle members — experienced business acquirers — answer unscripted questions from a live audience. This episode focuses on exit strategies, building deal confidence, and how to get a first acquisition over the line. Exit Strategy The panel agree: start with the end in mind, but hold the number loosely. One member is building a £25m technology group by 55, with a...

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#349 The Psychology of Business Ownership: Why You’re the Bottleneck show art #349 The Psychology of Business Ownership: Why You’re the Bottleneck

Business Buying Strategies from The Dealmaker's Academy

We continue our live panel discussion, recorded at Riverside Studios in Hammersmith, with Jonathan and his inner circle group of experienced dealmakers. This isn’t about tactics, it’s about mindset. Because the real challenge in business acquisition isn’t finding deals, it’s what’s happening in your head. Most people think success in acquisitions comes down to: •            The right sector •            The right deal ...

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#348 The Reality of Buying a Business — What No One Tells You show art #348 The Reality of Buying a Business — What No One Tells You

Business Buying Strategies from The Dealmaker's Academy

What’s it really like to buy a business? Not the Instagram version. Not the “Lamborghinis and Dubai” version. The real version. In this episode, Jonathan brings together a panel of experienced dealmakers at Riverside Studios, all of whom have completed multiple acquisitions across sectors including property, construction, accountancy, engineering, and more.  What follows is one of the most honest conversations you’ll hear about business buying. Behind the Scenes: Real Deals, Real Numbers This isn’t theory. These are people who have actually done it: 11 deals in 5 years...

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#347 From Employee to £6M Business Owner — How One Deal Changed Everything show art #347 From Employee to £6M Business Owner — How One Deal Changed Everything

Business Buying Strategies from The Dealmaker's Academy

What happens when you stop thinking like an employee… and start thinking like a dealmaker? In this week’s episode, Jonathan talks with Pete, a Masterminder who has gone from earning £50k a year to co-owning a group of businesses generating £6 million in revenue — all within just a few years.     Pete’s journey started as an apprentice engineer. • One day a week at college • Meeting a future business partner • Years of working for other people • A growing frustration that there had to be something more   The opportunity came when they explored buying the...

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#346 Negotiation, Deal Structuring and Funding: What’s Actually Working Right Now show art #346 Negotiation, Deal Structuring and Funding: What’s Actually Working Right Now

Business Buying Strategies from The Dealmaker's Academy

Buying a business isn’t just about finding the right opportunity. It’s about structuring the deal in a way that works for everyone involved. In this week’s episode of Business Buying Strategies, Jonathan hands the microphone to his dealmaking partner Martin, who shares insights from a live webinar with Dealmakers clients. Martin has been directly involved in hundreds of acquisitions and is currently negotiating multiple deals himself. In this session he explains how real deals are structured, how negotiations actually unfold, and what funding strategies are working in today’s...

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#345 What kind of business should I buy? show art #345 What kind of business should I buy?

Business Buying Strategies from The Dealmaker's Academy

What Kind of Business Should I Buy? If you’re thinking about buying a business, this is the question that determines everything. Not how to fund it. Not how to structure it. Not even how to find it. But what kind of business should you buy? In this week’s episode, Jonathan Jay answers the foundational question every serious dealmaker must get right and explains why choosing the wrong business is the fastest way to sabotage your future success  . Start With the End in Mind Jonathan opens with a principle borrowed from Stephen Covey: Begin with the end in mind. Before you even look at...

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#344 Inner Circle Mambers Panel - Questions and Answers show art #344 Inner Circle Mambers Panel - Questions and Answers

Business Buying Strategies from The Dealmaker's Academy

In this special episode, you’re invited to listen in on a live panel from one of Jonathan Jay’s recent Mastermind events — featuring experienced Inner Circle members who have collectively bought dozens of businesses. This is real talk from real dealmakers. They’ve battled through first deals, discovered unexpected sectors, failed forward, negotiated smart structures — and now they’re here to share what actually works. Expect candid insights, live questions from the audience, and stories that will challenge the way you think about dealmaking. In this panel episode, you’ll...

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#343 Podcast Highlights 2025 Part 2 show art #343 Podcast Highlights 2025 Part 2

Business Buying Strategies from The Dealmaker's Academy

In the second part of our special two-part highlights series, Jonathan Jay dives into more of the most impactful, practical, and inspiring moments from the 2025 season of Business Buying Strategies. Whether you’re brand new to acquisitions or have a few deals under your belt, this curated episode brings together essential wisdom from trusted voices in the Dealmakers community. Here’s what you’ll hear: 1. The Legal Pitfalls First-Time Buyers Must Avoid Top M&A lawyer John Andrews shares critical advice for getting your structure right from day one. You’ll learn: Why a...

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#342 Podcast Highights 2025 - Part One show art #342 Podcast Highights 2025 - Part One

Business Buying Strategies from The Dealmaker's Academy

Kicking off the new year in style, this special episode of Business Buying Strategies brings you the best, boldest, and most instructive stories from the podcast in 2025. You’ll hear from real dealmakers—ordinary people doing extraordinary things—who followed Jonathan Jay’s proven acquisition strategies and transformed their lives. Whether you’re starting from scratch or already own a business, this episode will help you understand how growth through acquisition really works. What You’ll Learn in This Episode How complete beginners have bought businesses without risking their own...

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#341 Putting the Deal Together show art #341 Putting the Deal Together

Business Buying Strategies from The Dealmaker's Academy

This week on Business Buying Strategies, we return to the behind-the-scenes recording of a live seminar where Jonathan Jay walks an audience of ambitious entrepreneurs through his proven approach to buying and growing businesses without using their own cash. Whether you’re just getting started or you’ve tried the “DIY” route with limited results, this is a must-listen for anyone who wants a safer, smarter way to buy businesses. Jonathan breaks down: ✅ Why confidence matters more than cash — and how to build it ✅ What a leveraged buyout (LBO) really means in practical...

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More Episodes

In the second part of our special two-part highlights series, Jonathan Jay dives into more of the most impactful, practical, and inspiring moments from the 2025 season of Business Buying Strategies.

Whether you’re brand new to acquisitions or have a few deals under your belt, this curated episode brings together essential wisdom from trusted voices in the Dealmakers community.

Here’s what you’ll hear:

1. The Legal Pitfalls First-Time Buyers Must Avoid

Top M&A lawyer John Andrews shares critical advice for getting your structure right from day one.

You’ll learn:

  • Why a shareholders’ agreement is vital — and when to draft one
  • How share classes, company articles, and director agreements protect you long term
  • What to expect (and budget) for legal fees
  • How to choose the right lawyer — and why experience matters more than cost

2. The Real Skills Behind Closing a Deal

Master negotiator Martin, a Dealmakers Circle member, delivers a no-nonsense mindset and negotiation masterclass.

He breaks down:

  • Why confidence (not cash) is your most powerful asset
  • How to handle questions you don’t know the answer to — without losing credibility
  • What to say when a seller gives you an unrealistic price
  • How deal fees, PGs, and over-leverage can ruin a good deal — and how to protect yourself

3. Coffee with Jonathan – Real Q&A with Aspiring Buyers

Join Jonathan as he answers live questions from attendees during one of his informal “Coffee Morning” Zooms.

Topics include:

  • How to set up the right holding company and deal structure
  • Why boards of directors are unnecessary distractions for most first-time buyers
  • The truth about debt, due diligence, and using ChatGPT for business advice
  • How to protect your existing businesses when you start acquiring others

4. Jonathan’s Live Seminar – No Money Down… Explained

Get an insider listen to a live seminar where Jonathan walks business owners through:

  • How to buy a profitable business without risking personal funds
  • The difference between deal flow and deal completion
  • How to use real estate to complement your acquisition strategy
  • The 36-month “Buy, Build, Exit” roadmap — and why it starts now

You’ll also hear Jonathan’s own backstory — including the deal that changed his life, the competitor he bought (and shut down), and what buying 48 businesses during a pandemic really taught him.

🎧 Whether you’re looking for clarity, inspiration, or a practical edge — this episode is packed with the real-world knowledge you need to succeed.

If you’re serious about buying a business – and avoiding the mistakes Jonathan outlines – book a free Clarity Call with one of his team:

👉 dealmakers.co.uk/clarity

You’ll get 15 minutes of expert insight to help you decide which next step is right for you – whether that’s attending a Deal Club evening, joining the 3-day Foundation Programme, or stepping straight into the Mastermind.

Subscribe & Review

If you enjoyed this episode, please subscribe and leave a review. It helps more future dealmakers discover the show – and succeed in their first business acquisition.