Episodes 24
Avg. Duration 32m
Activity Highly Active
Apple Rating 5.0 (1)
Since Sep 2024
Latest Episode Apr 2026

Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
58%
Hosting
feeds.captivate.fm

About This Podcast

Welcome to The Deal Playbook Podcast — the ultimate show for entrepreneurs, CEOs, and founders who want to scale their businesses, diversify risks, and unlock multiple exit opportunities through strategic acquisitions and deals. Hosted by Tom Shipley, an experienced entrepreneur with 18 successful acquisitions and exits, this podcast offers invaluable insights into the world of M&A. Each episode features expert guests who share their knowledge on how to identify once-in-a-lifetime deals, navigate the acquisition process, and engineer lucrative exits. Discover how top business leaders overcame their toughest challenges, maximized wealth, and turned obstacles into opportunities. Whether you're looking to scale your company, explore exit strategies, or learn from others' successes and failures, this podcast is packed with actionable advice, practical tips, and inspiring stories. Tune in to The Deal Playbook Podcast to sharpen your business acumen and accelerate your path to a successful exit. Ideal for anyone searching for expert guidance on mergers, acquisitions, and business exits.

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Recent Episodes

Add a Zero: How Acquisitions Collapse Time for Founders with Callum Laing

Apr 02, 2026 39m

Most entrepreneurs are taught to build everything from scratch.I lived that path.It’s slow.It’s painful.And eventually, it hits a ceiling.In this interview with Callum Laing, I share why acquisitions…

The Mind Behind $75 Billion in Growth: Jay Abraham on Preeminence, Force Multipliers, and Exponential Scale

Mar 19, 2026 50m

In this episode of Deal Playbook, I sit down with Jay Abraham, the most trusted strategic mind in modern business and the force behind over $75 billion in growth across 10,000+ companies.Jay doesn’t…

Mastering Wealth & Financial Freedom: Tax Leverage Strategies to Scale Your Business (Without Outside Capital) with Chris Jarvis

Mar 05, 2026 35m

In this episode of Deal Playbook, I sit down with Chris Jarvis, financial fixer, wealth strategist, TED speaker, and author, to break down what most founders miss about building real wealth.We go…

How Venture Capital Really Works: Storytelling, Unicorn Investing & Family Office Strategy with Nate Cooper

Jan 29, 2026 29m

Venture capital isn’t luck. It’s pattern recognition, storytelling, and backing founders who refuse to quit.In this episode, I sit down with Nate Cooper, Founder & Managing Partner of Barrel…

Everybody Exits: Ethical Capitalism Is How You Control It with Jason Sisneros on M&A, Due Diligence & Building to Exit

Jan 21, 2026 50m

Everybody exits.The only question is how.In this episode, I sit down with Jason Sisneros — serial acquirer, operator, and creator of the Built-to-Exit system — for a raw, unfiltered conversation on…

Building, Exiting, and Leading: Empowering Women to Win in Business Exits with Carrie Kerpen

Jan 02, 2026 45m

Women are starting businesses at twice the rate of the rest of the population but they’re still massively underserved when it comes to acquisition strategy, exit preparation, and deal-making…

How Agencies Scale Through Acquisitions: Valuation, Timing & PE Strategy with Bob Glazer

Dec 14, 2025 44m

Most founders grow by effort. The smart ones grow by acquisition.In this episode of The Deal Playbook Podcast, I sat down with Robert Glazer, founder of Acceleration Partners, a 300-person global…

Startup to Unicorn IPOs to Leveraging M&A in the AI Era: Brett Hurt’s Playbook

Sep 06, 2025 33m

In this episode of The Deal Playbook, Tom Shipley sits down with Brett Hurt, one of Austin’s most accomplished entrepreneurs and investors. Brett has built and successfully exited three companies,…

How to Achieve Agency Success Without Cheap Labor with JC Hite

Nov 26, 2024 37m

This episode features JC Hite, founder of Hite Digital, sharing how he disrupted the traditional digital agency model by blending franchising with global talent acquisition. JC recounts his evolution…

Strategic Acquisitions and Long-Term Vision: E-Commerce Growth with Brian Burt

Oct 15, 2024 15m

Brian Burt, founder of Canopy Management, shares his incredible journey from a scrappy Amazon seller to leading one of the fastest-growing e-commerce agencies in the country. Brian breaks down the…

Mastering the Art of Acquisitions: 100+ Deals a Year with Robyn Siers

Oct 08, 2024 22m

Robyn Siers is a seasoned M&A attorney telling you her insights on what it takes to successfully navigate mergers and acquisitions, especially in the marketing and tech industries. She talks…

Big Picture Marketing: Scaling Through Offers, Content, and Acquisitions with Molly Pittman

Oct 01, 2024 29m

Molly Pittman, CEO and Managing Partner at Smart Marketer, shares her proven strategies for growing businesses in today’s rapidly changing digital marketing landscape. Due to how she helps brands…

EBITDA, Earn-Outs, and the Exit Plan with Todd Taskey

Sep 24, 2024 34m

Todd Taskey discusses the key strategies digital marketing agencies need to know when preparing for a successful exit. He explains why finding the right buyer matters more than you think and how…

Building an Empire: Acquisitions, Leadership, and Vision in the Agency World with Jason Swenk

Sep 23, 2024 32m

Jason Swenk breaks down how agency owners can scale their businesses, overcome common challenges, and position themselves for success. He shares his Eight System Framework, which has helped countless…

Building a Brand that Sells Out Through TikTok with Josh Snow

Sep 20, 2024 16m

Josh Snow shares how he built a multi-million dollar brand by tapping into the power of TikTok and leveraging an army of creators. He explains the strategies that helped him generate $1 million in…

Building Multimillion-Dollar Brands with Celebrity Partners with Rudy Mawer

Sep 19, 2024 21m

Rudy Mawer shares his journey of building multimillion-dollar businesses through strategic partnerships, celebrity collaborations, and leveraging AI and automation. Rudy shares insights on acquiring…

Mastering LinkedIn: Build Your Personal Brand and Double Your Business with Joshua B. Lee

Sep 18, 2024 35m

Joshua B. Lee, known as the "Dopamine Dealer of LinkedIn," shares how he’s helped businesses scale by focusing on authentic human connections. He talks about the evolution from MySpace to LinkedIn,…

Mental Health & Money: Building Hawke Media Against All Odds with Erik Huberman

Sep 17, 2024 41m

In this episode, Erik Huberman, founder and CEO of Hawke Media, shares his entrepreneurial journey, from starting his first business at age six to building a marketing empire that has generated over…

Creating Deals That Win: Leveraging Media and Exiting on Top with Max Finn

Sep 16, 2024 34m

Max Finn shares his journey from early success with Facebook marketing to leading the charge on TikTok. He discusses the mindset shift required to approach deals with confidence, the importance of…

How to Build an Agency Without Sales Calls with Dennis Yu

Sep 13, 2024 41m

Digital marketing pioneer Dennis Yu shares his expert advice on how businesses can amplify their success by focusing on what works and scaling those wins. From his proven Dollar-a-Day strategy to the…

Frequently Asked Questions

How many episodes does Deal Playbook with Tom Shipley have?

Deal Playbook with Tom Shipley has published 24 episodes since September 2024, covering topics in Business, Entrepreneurship.

Is Deal Playbook with Tom Shipley still active?

Deal Playbook with Tom Shipley is currently highly active with new episodes every 2 weeks. Average episode length is 32m.

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