Episode 133

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Published on:

27th Mar 2025

Ep. 133: Denise Logan, Best-Selling Author of “The Seller's Journey”

Topics:

  • Why Sellers Walk Away Last Minute
  • How to Avoid Post-Sale Regret
  • Why Early Exit Planning Matters

...and so much more.

Top Takeaways

  • Selling a business is more than just a transaction. Most owners think they’re ready to sell—until they realize they’re walking away from more than just a company. Their business has been their routine, their problem to solve, their social circle, and their purpose. Without it, what gets them out of bed in the morning? That uncertainty breeds fear and hesitation, leading sellers to unconsciously derail deals with impossible demands. Denise emphasizes that the smoothest exits are both financially prepared and emotionally planned.


  • M&A needs a human touch. For many owners, selling a business isn’t just a transaction. It’s letting go of something they built, nurtured, and sacrificed for. Yet, M&A language couldn’t be colder. Getting a “tombstone” to mark the sale can feel tone-deaf to someone selling their life’s work. Denise and Jordan agree: a little empathy, thoughtful communication, and recognizing the emotional weight of an exit can make the seller feel respected and understood.


  • The key to a happy exit? Planning early. Most owners wait too long to think about selling—until burnout, personal changes, or an unexpected offer forces a rushed decision. The happiest exits happen when owners plan years in advance. Denise advises starting with two key steps: define what a successful exit looks like for you and identify what work provides beyond money. The sooner you know what you’ll need to replace, the smoother the transition will be.


About Denise Logan

Denise Logan knows what keeps business owners up at night. A former lawyer, mental health professional, and entrepreneur, she helps founders navigate the emotional side of selling their businesses. Her bestselling book “The Seller’s Journey” explores why owners struggle to let go and how advisors can help them transition smoothly.

Listen for free

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About the Podcast

Investors & Operators
A Podcast by 51 Labs
The M&A market can be boring, but everyone has a story. The Investors & Operators podcast is about discovering the stories people were holding back, didn’t know how to tell, or forgot about. The goal is simple: fresh, authentic storytelling to bring people together in the M&A community.

With over 1M organic views and counting on LinkedIn, 51 Labs is disrupting the M&A market through the use of videography and content creation. In a market that longs for authenticity, 51 Labs helps strengthen your brand and tell your story. From concept to distribution, we strategize and produce thoughtful content to be used across a multitude of channels, to help you stand out in an otherwise traditionally boring market.

New episodes every other Thursday at 6:00am Eastern.

About your host

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Jordan Selleck

Founder. Recovering Investment Banker. 3x Entrepreneur. Philz Coffee Enthusiast.

Jordan Selleck is a recovering investment banker turned 3x entrepreneur. While teaching English in China, Jordan met an investment banker in a bar and before he knew it he’d spent six years in cross-border investment banking advising global corporates and private equity firms on M&A deals up to $250 million.

As much as Jordan loved investment banking, he always knew he was meant to do something more. In 2016, Jordan founded Debtmaven, a deal management platform for debt financing in the lower middle market. It was while he was marketing Debtmaven on LinkedIn that Jordan found his true passion: building meaningful relationships in the lower middle market.

Seeing over 50% of Debtmaven’s $450million+ in deals come from LinkedIn, he realized he’d found an untapped market and began his journey with LinkedIn consulting. Dozens of clients and a handful of extraordinarily talented employees later, 51 Labs is a thriving marketing agency for the lower middle market that produces captivating content and generates organic traffic across LinkedIn.

Jordan was born in San Diego, grew up in North Carolina and attended UNC-Chapel Hill. He has traveled to 32 countries, lived in China for 18 months, trains Brazilian Jiu-Jitsu, is a fourth-generation private pilot, SCUBA dives, speaks Mandarin Chinese, and is a husband and father of 2.