You gotta have a tough part to you that’s gonna get up, keep moving, and do whatever it takes to win.” In this powerful episode of Success in South Florida, host Adam Rossen sits down with legendary criminal defense attorney and entrepreneur Bill Umansky aka “The Law Man”. Known for his raw honesty and larger-than-life personality, Bill opens up about leadership, law firm growth, and the painful lessons that shaped his career.
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Bill brings unfiltered wisdom, laugh-out-loud humor, and powerful lessons on resilience, leadership, and navigating both life and business with grit.
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Bill shares how overcoming ego, perfectionism, and fear led him to become not just a better lawyer, but a stronger leader, husband, and father. From making tough calls in business to navigating personal setbacks, his wisdom is rooted in real-world experience. Bill brings unfiltered wisdom, laugh-out-loud humor, and powerful lessons on resilience, accountability, and navigating both life and business with grit that every entrepreneur, professional, or leader can apply.
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From battling in the courtroom to building relationships that last, this conversation is filled with energy, authenticity, and inspiration.
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đź’ˇ Adam and Bill dive into:
- Why mistakes (not perfection) fuel growth
- How to lead with integrity during tough seasons (like COVID layoffs)
- The role of ego and self-awareness in leadership
- Lessons from coaching, sports, and family life that apply to business
- Grit vs. perseverance — and why grit matters beyond the finish line
- Living your core values daily as a leader
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Whether you’re running a business, growing a law firm, or striving to lead your family or community, this episode will challenge you to embrace discomfort, face failure head-on, and keep moving forward with confidence.
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⏱️ Chapters
00:30 – Meet Bill “The Law Man” Umansky
 04:20 – Perfectionism vs. growth
 09:45 – Making hard calls in leadership
 13:20 – Leading through the COVID crisis
 18:30 – The role of grit & perseverance
 32:10 – Why overcorrecting kills good leadership
 41:30 – The future of law, grit, and the Socratic method
 58:00 – Heather’s story & closing reflections
About Bill Umansky
Bill Umansky is a nationally recognized criminal defense attorney, entrepreneur, and coach. Founder of The Umansky Law Firm in Orlando, Florida, he has tried hundreds of cases, mentored countless attorneys, and is known as “The Law Man” for his relentless pursuit of justice and raw leadership style.Â
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Follow him on Instagram: @billisthelawman & @theumanskylawfirm
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👉 Want to be a guest on Success in South Florida? Contact us at marketing@rossenlawfirm.com
 🔔 Subscribe for more inspiring stories from leaders shaping South Florida’s future!
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#SuccessInSouthFlorida #Leadership #Entrepreneurship #SouthFloridaPodcast #LawFirmGrowth #GritAndPerseverance
Learn more about Adam & the Rossen Law Firm at https://www.rossenlawfirm.com/
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