Mastering Business Acquisitions: Simon’s Journey to 7 Successful Deals
Business Buying Strategies from The Dealmaker's Academy
Release Date: 03/13/2025
#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
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
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
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?
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
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
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
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
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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#340 One Deal Away: How to Grow, Scale and Exit Through Acquisition
Business Buying Strategies from The Dealmaker's Academy
This week on Business Buying Strategies, we bring you something different — a 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. If you’ve ever thought, “Surely this can’t be possible?” — this episode will challenge everything you think you know about business growth, retirement planning, and personal freedom. Here’s what you’ll learn: Why acquisitions can fast-track your business goals more effectively than organic growth The...
info_outlineIn this episode of Business Buying Strategies, Jonathan interviews Simon, an Inner Circle member who has successfully acquired seven businesses without using his own cash.
Simon begins with his background in PR and his search for faster business growth, which led him to acquisitions. Simon shares insights and detailed stories of his seven deals, including successes and lessons from a failed acquisition.
He emphasises the importance of low-risk strategies, cultural fit, and leveraging expertise from the Inner Circle. Listeners will gain valuable knowledge on structuring deals, maintaining low risk, and navigating the complexities of business acquisitions.
Key moments
01:00 Simon's Journey: From Jargon PR to Inner Circle
02:42 First Acquisition: Vantage Marketing
04:53 Debunking Myths: Buying Businesses Without Risk
08:04 Second Acquisition: Expanding to Manchester
11:56 Lessons Learned: The Failed Third Acquisition
15:43 Pelican Communications Acquisition
16:32 Integration and Earnout Details
17:55 Inner Circle and Mastermind Groups
19:04 Fifth Acquisition in Basingstoke
21:04 Industry Insights Group Expansion
22:26 Acquisition Strategies and Deals
26:24 Future Prospects and Opportunities
27:49 Marbella Event and Final Thoughts
** Looking for a great acquisition lawyer in the UK? Use mine! **
If you are looking for a lawyer in the UK to help you get the deal over the line, then use my own lawyer, John Andrews. You can phone his office at (0345) 2412494 or email him at johnandrews.deallawyer@jmw.co.uk.
Ready to get started?
Here’s how you can start your business buying journey…
Download our free Business Buying Toolkit
https://dealmakers.co.uk/business-buying-toolkit
Join our Business Acquisition FastTrack programme
https://www.dealmakers.co.uk/fast
Already bought a business?
if you've already bought a business, you should be part of my Inner Circle group where we discuss raising capital, integration management, and exiting. Email Maria on hello@thedealmakersacademy.com for more information.