Trent Success: Elevating Your Exit

Why I Founded TrentSuccess

It’s personal. I’ve been in your shoes. I’ve faced tough decisions, celebrated successes, and navigated transitions. Building and running a business is an incredible journey filled with triumphs and obstacles. Yet, the ultimate challenge lies in gracefully transitioning this life’s work. As a seasoned entrepreneur and mentor, I’ve dedicated my career to elevating leaders and business owners through mentorship and shared wisdom. From an early age, I was captivated by the potential of turning ideas into thriving businesses, which led to a decades-long journey of growth and success. I founded three companies, including Trent Capital Management, which I built from scratch at 33 and grew to over $1 billion in assets under management before my exit at 60. Now, through TrentSuccess, I help business owners confidently navigate their exits, ensuring they maximize value and transition their companies with clarity and purpose.

The Reality of Business Exits

Transitioning a business is one of the most critical moments in an entrepreneur’s journey, yet most business owners are unprepared. In fact, studies show that up to 80% of businesses fail to sell because owners lack a structured exit strategy. Without preparation, business owners risk leaving significant value on the table—or worse, failing to transition at all.

So, how can you ensure a successful exit while maximizing business value?

Top 10 Hurdles to a Successful Exit

1. Procrastination

Daily operational demands often delay critical exit planning, leading to missed opportunities.

2. Inadequate Preparation

Without a solid strategy, owners risk undervaluing their business or facing legal and financial setbacks.

3. Emotional Attachments

Personal ties to the business can cloud judgment and stall decision-making.

4. Lack of Information

Many owners are unaware of key exit strategies, limiting their ability to make informed decisions.

5. Financial Uncertainty

Concerns over post-exit financial stability can complicate transition plans.

6. Marketplace Challenges

Economic downturns and market shifts can impact transition timing and valuation.

7. Competing Interests

Family dynamics and multi-generational businesses add complexity to transition decisions.

8. Support Network

A lack of trusted advisors or peer support makes the process feel overwhelming.

9. Ownership Transition

Determining what happens to the business without its founder is a critical challenge.

10. Wealth and Value Creation

Understanding how your business contributes to personal wealth is crucial for long-term security.

Educate, Empower, Execute

At TrentSuccess, our mission is simple:

  • Educate business owners on the exit process and strategies for maximizing valuation.
  • Empower them with the tools, knowledge, and support to make confident decisions.
  • Execute a clear, customized transition plan that secures their legacy and financial future.

If you’re a business owner thinking about the future, now is the time to prepare. Let’s ensure your transition is a success—not an afterthought. Let’s talk. Your legacy deserves it.