#338 More Dealmaker Questions Answered by Jonathan
In this week's episode of Business Buying Strategies, you're invited to sit in on one of Jonathan Jay's live "Coffee with Jonathan" sessions — where he fields rapid-fire questions from aspiring dealmakers and delivers straight-talking, practical answers. From metaphors that make sense to advice that saves you from million-pound mistakes, this episode is packed with real insights, real examples, and real momentum. Here's what you'll learn this week: The Spaghetti Analogy That Could Change Your Approach Forever Discover why Jonathan says business buying is like choosing between wet spaghetti and dry spaghetti — and how following a clear, step-by-step system can cut years off your learning curve. Why Small Deals Can Be Big Mistakes Find out why buying a tiny business is often riskier than going bigger — and why revenue comfort zones might be holding you back. Can You Really Buy a Business If You're Broke? Jonathan explains why financial difficulties don't disqualify you — and how some of his most successful clients started with nothing but a plan. What If You've Never Bought a Business Before? Learn exactly what to say, do, and show to build credibility as a first-time buyer — even if sellers do their due diligence on you. Why Business Brokers May Not Be Your Best Bet Jonathan shares why none of his 1,000+ successful clients have done deals through brokers — and what you should be doing instead. Overseas Acquisitions, Asset vs Share Purchases, Leveraged Buyouts & More This session covers it all — including how to structure smart deals, whether you need industry experience, and how to stay motivated during a multi-year buy-and-build plan. Whether you're taking your first steps, feeling stuck, or trying to figure out your next move — this episode offers the clarity you need to move forward with confidence. 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. Resources Mentioned: Business Buying Toolkit – Free Download Upcoming Deal Club Events 3-Day Foundation Programme Â
-------- Â
28:02
--------
28:02
#337 Bonus Episode: Inside the Business-Buying Foundation Course
In this special short episode of Business Buying Strategies, Jonathan reveals what really happens at his live Business-Buying Foundation Course — and why it's become one of the most transformative events for first-time business buyers. Jonathan explains why he created the Foundation Programme for those who are tired of endless webinars and ready to learn in person — surrounded by like-minded people who are serious about taking action. Over three immersive days, attendees get clarity, confidence, and a proven process for buying their first (or next) business. In this episode, you'll discover: Why so many people fail at acquisition simply because they lack a system. How the Foundation Programme helps you define your goals and work backwards to the right deal strategy. The hands-on structure that turns theory into action through live exercises and real case studies. How interactive sessions, guest experts, and networking dinners create a powerful learning environment. Why this event isn't just about knowledge — it's about self-belief. Jonathan also shares details of the next Foundation Programme, happening 2–4 December at the stunning Wokefield Park Estate near Reading. Places are limited to just 30–40 attendees to keep the experience personal and focused. 👉 Find out more and book your place now at dealmakers.co.uk/foundation If you've ever thought about buying a business but haven't taken the first step — this could be the event that changes everything.
-------- Â
12:04
--------
12:04
#336 The 14 Rookie Mistakes Business Buyers Must Avoid
In this straight-talking solo episode, Jonathan Jay reveals the 14 most common mistakes first-time business buyers make – and how you can avoid them. After a decade of mentoring hundreds of entrepreneurs through their first (and second, third, even 20th) acquisition, Jonathan has seen the same mistakes crop up again and again. Some cost people time. Others cost them tens – even hundreds – of thousands of pounds. And a few can cost them everything. Whether you're just starting out, stuck in analysis paralysis, or partway through a deal, this episode will give you clarity, confidence and practical tips to avoid painful pitfalls and accelerate your journey to a successful business acquisition. In This Episode, You'll Discover: Why getting your information from random internet sources is a fast-track to failure The dangers of mixing advice from YouTube, blogs and podcasts – and why you need a single, structured approach Why deal sourcing is easy – but getting deals over the line is what actually matters The myth of sending out letters – and the smarter, modern ways to generate deal flow The critical mistakes buyers make when valuing a business – and how overpaying can sink your deal Why "buying a business for £1" is not the shortcut you think it is – and what to do instead How to build credibility with sellers – even if you've never bought a business before The terrifying reality of personal guarantees – and how to avoid them Why relying on YouTube or Google to find your deal team is a massive mistake The hidden danger of "saving money" by skipping proper due diligence Why small deals can be more trouble than they're worth – and what profit level to aim for The truth about broker sites, proof of funds, and why off-market deals win The #1 reason most people never buy a business – and how to make sure you're not one of them 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. Resources Mentioned: Business Buying Toolkit – Free Download Upcoming Deal Club Events 3-Day Foundation Programme
-------- Â
28:49
--------
28:49
#335 Live Q&A with Jonathan: No Slides, Just Straight Talk
This week, we take you behind the scenes of one of Jonathan Jay's exclusive Zoom coffee mornings — a live, unscripted Q&A session where aspiring business buyers put their real-world questions directly to one of the UK's most experienced dealmakers. No slides. No fluff. Just straight-talking, practical answers from Jonathan on everything from company structure and personal guarantees to due diligence, PGs, investor myths, tax efficiency, and how to avoid wasting months of your life chasing the wrong advice. Highlights include: ✅ Do you need a Board of Directors? (Spoiler: probably not) ✅ The 3 essentials to protect yourself in a deal: Structure, no PGs, and due diligence ✅ The truth about "cash-free, debt-free" sales ✅ Why most sellers have never heard of these terms — and why that helps you ✅ Should you integrate or isolate a newly acquired business? ✅ How long should deferred payments last — and what's changed post-Covid? ✅ What to do when a seller refuses to show financials ✅ How to break the "motivated buyer" mindset and regain leverage ✅ Can you really buy a business in the UK as a foreign national? (Yes — and here's how) Jonathan also shares powerful real-world stories from Mastermind clients — including a primary school teacher who closed a £1M profit deal in a new industry — proving that background and credentials matter less than mindset and method. Thinking of Buying a Business? If you've been listening to the podcast, watching the YouTube videos, and reading the books — but still feel stuck on what to do next — it's time to move forward. Book your free Clarity Call now: Get personalised advice and find the right path for your goals — whether that's Deal Club, the Foundation Programme, or the full Mastermind experience. → dealmakers.co.uk/clarity Don't forget your FREE Business Buying Toolkit: Packed with cheat sheets, templates and video training to help you find, fund and close your next deal. → dealmakerspodcast.co.uk Want to meet Jonathan in person? New dates for the Business-Buying Foundation Programme and Deal Club Live events are now live. → dealmakers.co.uk/foundation → dealmakers.co.uk/deal-club-live-events Listen now: Business Buying Strategies Podcast Available on Spotify, Apple Podcasts, and all major platforms.
-------- Â
35:05
--------
35:05
#334 Negotiation Masterclass with Martin
In this week's episode, Jonathan Jay introduces Inner Circle member Martin, one of the sharpest negotiators in the business buying world. What follows is a complete masterclass on negotiation — packed with practical insights, real-world stories, and strategies you can put into action right away. Martin pulls back the curtain on how to approach deals with confidence, credibility, and control. From mindset techniques to financial structuring, from role-playing negotiations to managing seller expectations, this session is full of wisdom you won't find on YouTube. What you'll learn in this episode: Mindset first: Why self-belief is the foundation of every successful deal — and how to build it. Confidence counts: How to position yourself as the "safe pair of hands" sellers are looking for. The art of control: Why asking great questions is the fastest way to take charge of a negotiation. Truth over bluffing: Why admitting "I don't know" can actually increase your credibility. Sales skills matter: Why selling is at the heart of deal-making, and how to improve fast. Smart financing: Understanding the difference between asset finance and invoice finance — and why cash flow trumps profit in the early stages. Avoiding rookie errors: The dangers of making offers without knowing the numbers. Spotting skeletons: A simple but powerful line to uncover hidden problems before lawyers get involved. Creative structures: How to handle sellers who overvalue their businesses — and still get the deal. Emotional buy-in: Why every seller makes decisions with their heart before their head. Why listen? If you're serious about buying businesses, this episode will give you the tools to negotiate with confidence and close deals that others would walk away from. Martin's energy, storytelling, and practical frameworks make this one of the most valuable sessions we've ever shared. 👉 Subscribe to Business Buying Strategies so you never miss an episode. 👉 Connect with Jonathan Jay on LinkedIn for more resources, tips, and insights. Links & Resources Mentioned Book a Clarity Call (free, no obligation) → dealmakers.co.uk/clarity Jonathan's YouTube Channel → youtube.com/@JonathanJayDealmaker Subscribe to the Business Buying Strategies Podcast archive → dealmakerspodcast.co.uk If you enjoyed this Q&A format and want Jonathan to do more, let him know by leaving a comment or review! And if you're serious about buying your first (or next) business, book your free clarity call today: dealmakers.co.uk/clarity
About Business Buying Strategies from The Dealmaker's Academy
The Business Buying Strategies Podcast comes from The Dealmaker's Academy, the world's leading training on buying and selling businesses - without risking your own money!
Each week we talk to leading experts, discuss business buying strategies, offer hints and tips and cover the essential skills you will need to buy and sell businesses effectively.
Listen to Business Buying Strategies from The Dealmaker's Academy, The Ramsey Show and many other podcasts from around the world with the radio.net app
Ireland