Selling your Business with Confidence

David and Matthew Shields, the hosts of the Like It’s Your Job podcast, have spent most of their careers helping businesses and business leaders grow. Much like their father, Jim Shields, they were motivated by the desire to do something good.

So, for their first episode, they decided it was only fitting to bring Jim on to get new insights on his business experience and how he’s helping people today.

Jim is a serial entrepreneur, strategic investor and attorney with almost four decades of experience supporting founder-led businesses, managing complex business litigation and providing legal counsel to company buyers and sellers. He is also the CEO of The Shields Group and founder of Shields Legal Group.

According to a Guidant Financial report published in 2019, 57% of U.S. small businesses are owned by Baby Boomers who are nearing retirement. With over 30 million small businesses in the U.S., this means more than 17 million American businesses could potentially be for sale in the near future.

Jim helps these small business founders get the best value from the sale of their company. After working in their companies for so long, these companies have made a big impact on their family. However, many founders are relying on their business to fund their retirement, as well.

“They don’t work for big companies with structured 401(k)s,” Jim commented. “If they don’t have a successful exit for this company, they’re in trouble from a financial standpoint.”

 Subscribe to the Like It’s Your Job podcast to follow David and Matthew as they interview successful leaders to learn more about their successes, failures and realizations.

Follow us on social media for the latest updates in B2B!

Twitter – @MarketScale
Facebook – facebook.com/marketscale
LinkedIn – linkedin.com/company/marketscale

Follow us on social media for the latest updates in B2B!

Image

Latest

Higher Education
From Measuring Memory to Measuring Thinking: How Simulation-Based Learning Could Reshape Higher Education
June 15, 2026

As artificial intelligence continues reshaping the workforce, higher education faces growing pressure to demonstrate its value beyond content mastery. According to the World Economic Forum’s Future of Jobs Report, employers expect 39% of workers’ core skills to change or become outdated by 2030, while 69% identify analytical thinking as the most essential workforce skill. As…

Read More
safer HVAC chemicals
The Future of the Trades Depends on Mentorship and Industry Veterans Passing Down the Craft
June 15, 2026

Across the United States, industries are grappling with a skilled labor shortage. According to industry research, millions of trade jobs are expected to go unfilled in the coming years as experienced workers retire faster than new ones enter the field. At the same time, trade school enrollment has steadily increased. The conversation around skilled trades—once…

Read More
outlet
From Power Shopping to Place-Making: Tanger’s Stephen Yalof on the New Outlet Experience
June 15, 2026

For decades, the outlet trip had a familiar rhythm: get in the car, drive beyond the city, hunt for deals and come home with bags full of discounted finds. But that old model is giving way to something more layered. As retailers reinvest in store experiences to give consumers more reasons to visit, outlet…

Read More
career
How Relationships Build a Career, Deepen Service and Define Purpose
June 10, 2026

In a workplace still shaped by hybrid schedules, remote communication and shifting expectations around professional growth, relationships have become more than a soft skill — they are a career advantage. Gallup’s latest workplace reporting shows that global employee engagement has fallen to 20%, reflecting a broader challenge for organizations trying to keep people connected,…

Read More