What happens when you leave the security of a large firm and decide to bet on yourself?

In this episode of Simply Business, John Jennings sits down with Steve Wallace, Managing Attorney and Founder of Wallace Law, a multi-state law firm serving clients across Florida, Texas, and New York. With more than 26 years of experience in bankruptcy, real estate, distressed assets, and business law, Steve brings both a legal perspective and the firsthand experience of a longtime small business owner.

Steve shares why he chose entrepreneurship over the traditional big-firm path, what it means to operate without a safety net, and why adaptability is essential to building a sustainable business. He and John also explore financial discipline, scaling responsibly, the challenges facing small businesses today, and the importance of knowing when to say no to the wrong client.

At the center of the conversation is one simple idea: believe in yourself enough to bet on yourself.

Steve also shares why he sees himself as a problem solver and deal-maker—not a deal breaker—and why serving the client's real goal matters more than simply generating billable hours.

If you're building a business, considering making the leap into entrepreneurship, or navigating uncertainty in your company, this conversation offers practical perspective from someone who has spent decades doing exactly that.

Listen to the full episode, subscribe to Simply Business, and share it with another business owner who needs the reminder that sometimes the best investment you can make is in yourself.

Is entrepreneurship the right next step—or is there a better path?

In this episode of the Simply Business Podcast, John Jennings welcomes Patrice Miles, Career Ownership Coach with The Entrepreneur's Source and host of the Journey to Business Ownership – Freedom Friday Podcast.

Patrice helps professionals navigate one of life's biggest career decisions by evaluating whether business ownership truly aligns with their goals, personality, financial objectives, and desired lifestyle. Whether someone wants to start a business, buy an existing company, or explore franchise ownership, her process is centered on education, clarity, and confidence.

In this conversation, you'll learn:

• How to know if business ownership is right for you
• The differences between starting, buying, and franchising a business
• Why due diligence matters more than excitement
• Common misconceptions about entrepreneurship
• How to build a career that creates freedom and purpose

If you're thinking about your next chapter—or simply want a realistic conversation about entrepreneurship—this episode offers practical wisdom that can help you make a better decision.

If you enjoyed this episode, subscribe, leave a review, and share it with someone who's considering becoming a business owner.

What does it really take to build a business from scratch?

In this episode of the Simply Business Podcast, John Jennings sits down with Ben Engel, owner of JBT Cleanout, to discuss the realities of entrepreneurship, building momentum, and creating opportunities through action.

Ben shares how he launched his company, the lessons he's learned along the way, and why networking, continuous learning, and surrounding yourself with the right people have become the foundation of his success.

They also discuss:

• Starting a business without waiting for perfect timing
• Building confidence through experience
• Marketing through relationships and social media
• Growing multiple businesses
• Leading people while continuing to learn yourself
• Developing the mindset to overcome criticism and setbacks

Whether you're launching your first company or looking to grow the one you already have, this conversation offers practical advice and genuine encouragement from someone building it in real time.

If you enjoyed this episode, be sure to subscribe, leave a review, and share it with another business owner who would benefit from the conversation.