E286: Deals Don’t Fail on Paper—They Fail in People

E286: Deals Don’t Fail on Paper—They Fail in People

Released Friday, 27th June 2025
Good episode? Give it some love!
E286: Deals Don’t Fail on Paper—They Fail in People

E286: Deals Don’t Fail on Paper—They Fail in People

E286: Deals Don’t Fail on Paper—They Fail in People

E286: Deals Don’t Fail on Paper—They Fail in People

Friday, 27th June 2025
Good episode? Give it some love!
Rate Episode
List

Watch Here: https://youtu.be/xEx9d94kzI0

About the Guest:
David Miller is a seasoned dealmaker with an unusually diverse portfolio. From growing a finance firm in the depths of the 2008 crisis to diving headfirst into cannabis cultivation, clean energy, and even competitive fashion, Miller blends strategy with heart. He’s a global speaker, EO member, MIT graduate, and firm believer that small business is powered by soul—not spreadsheets. His coaching practice is rooted in aligning people, strategy, and scalable systems to turn growth into exit velocity.

Summary:
David Miller’s journey isn’t your typical “finance guy turned entrepreneur” story—it’s a gritty, globe-spanning career that merges heart and horsepower. From buying his first company via seller financing to managing roll-ups in industries as varied as cannabis, clean energy, fashion, and finance, Miller shares hard-earned insights from the trenches. In this in-depth episode, Ron Skelton and David dig into what actually makes M&A work—hint: it’s not just spreadsheets and strategy. It’s trust. Culture. Emotional intelligence.

This conversation serves as a blueprint for anyone serious about scaling through acquisition. Whether you're on your first deal or your fifteenth, Miller’s frameworks around emotional readiness, culture integration, and trust-building are worth replaying. Often.

Key Takeaways

  1. M&A Begins with Trust: Deals live and die on rapport—not just with the seller, but with the acquired team. Trust is the true currency in successful transactions.
  2. Seller-Financing Wins: Miller's first acquisition was a small, seller-financed deal—highlighting that not every transaction needs SBA debt or a PE fund.
  3. Don’t Skip Culture Fit: A players don’t stick around if you bulldoze culture. Integration takes time, patience, and listening.
  4. Vision Without Execution is Fantasy: Miller emphasizes method + magic = alchemy. Intuition and process must coexist.
  5. Diversification is Learnable: He’s run companies in industries as varied as cannabis, fintech, and fashion. Why? Because business fundamentals—people, process, and trust—are universal.
  6. Buyers Often Move Too Fast: Rushing in to change systems, fire people, or “fix” things too soon leads to resistance and turnover. Observe before acting.
  7. You Might Outgrow Your Business: Founders need to recognize when their business has surpassed their skillset—and decide whether to level up or step aside.
  8. Most M&A Fails Are People Failures: 70% of acquisitions fail, and it’s rarely because of numbers. It’s trust breakdowns, poor communication, and mismanaged change.


--------------------------------------------------
Contact David on
Linkedin: https://www.linkedin.com/in/david-miller-business-coach/
Website: davidmiller.buzz
--------------------------------------------------
💰If you’d like additional ways to support this podcast, you can become a paid subscriber here: https://how2exit.substack.com/

►Visit Our Website: https://www.how2exit.com/

📧For Business Inquiries: Me@4sale2sold.com

Don't Forget to SUBSCRIBE to the How2Exit channel and press (🔔) to join the Notification Squad and stay updated with new uploads.✨

👇🏻SUBSCRIBE HERE https://www.youtube.com/channel/UC_ONnhwaKSTPFt2nOxKoXXQ?sub_confirmation=1

𝐖𝐚𝐧𝐭 𝐭𝐨 𝐬𝐞𝐞 𝐦𝐨𝐫𝐞 𝐜𝐨𝐧𝐭𝐞𝐧𝐭 𝐥𝐢𝐤𝐞 𝐭𝐡𝐢𝐬...?
▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬
👍 Like the video (it helps a ton!)
💬 Comment below to share your opinion!
🔗 Share the video with anyone you think might help :) ▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬▬
📱Stay Tuned On Our Social Media :
» Linkedin - https://www.linkedin.com/in/ronskelton/
» Twitter - https://twitter.com/ronaldskelton
» Facebook - https://www.facebook.com/How2Exit
» Newsletter - http://deeper.how2exit.com/

🎬SUGGESTED VIDEOS
Don't forget to watch 📽 Our other videos. Please check them out :

▶️Previous Episode:

▶️E135: Sam Rosati On His Journey From Being A Lawyer To Becoming An Entrepreneur In The ETA Space - https://youtu.be/D2qJOidptRA

▶️E100: CEO Of Flippa Blake Hutchison Discusses Innovations In Buying And Selling Digital Assets - https://youtu.be/R1D5guQU9Z0

#How2Exit # # 💖Thanks for watching! 💖

Become a supporter of this podcast: https://www.spreaker.com/podcast/how2exit-buy-don-t-build-m-a-of-small-businesses--4859429/support.

Show More
Rate
List

From The Podcast

Welcome to How2Exit, the premier podcast for entrepreneurs, advisors, and everyone in between who wants to dive deep into the world of buying, growing, and selling small businesses valued below $20 million. Our mission is to equip you with the insights and strategies you need to succeed in the small business M&A space.Join us as we talk to the best in the industry and explore the full process of buying, growing, and selling businesses. You'll gain invaluable knowledge from interviews with successful entrepreneurs who have navigated the M&A journey and experts who offer their wisdom on sourcing deals, building rapport, conducting due diligence, closing transactions, integrating acquisitions, and preparing for a successful exit. We cover it all, so you can make informed decisions and take calculated risks.At How2Exit, we pride ourselves on providing an unmatched resource for those looking to thrive in the small business M&A world. Whether you're a seasoned entrepreneur, an aspiring business owner, or an advisor helping clients navigate the complex process, our podcast is your go-to source for the latest tips, trends, and real-world case studies.Tune in and discover the secrets to mastering small business M&A and achieving your goals in the world of entrepreneurship. Don't miss a single episode of How2Exit – subscribe now and unlock the full potential of your next business venture!Keywords: small business, M&A, entrepreneurs, advisors, buying businesses, growing businesses, selling businesses, due diligence, sourcing deals, rapport building, closing transactions, integrating acquisitions, preparing to sell, interviews, experts, case studies, How2Exit.Become a supporter of this podcast: https://www.spreaker.com/podcast/how2exit-buy-don-t-build-m-a-of-small-businesses--4859429/support.

Join Podchaser to...

  • Rate podcasts and episodes
  • Follow podcasts and creators
  • Create podcast and episode lists
  • & much more
Do you host or manage this podcast?
Claim and edit this page to your liking.
,