Broker Check
Rob Hudson, CExP, CLTC®
Rob Hudson, CExP, CLTC®
Westshore Financial Group Financial Advisor/Managing Associate/Certified Exit Planner
https://www.westshorefinancialgroup.com/rob-hudson (813) 289-3632

Dedicated to managing your risk by providing the protection that you need to have confidence in your financial future.

I am a trusted advisor to many, working with business owners and in advanced markets, specifically medical, legal, and with highly compensated sales professionals. My clients understand that a one-size fits all approach to planning and investing may not create favorable financial outcomes. I believe that my unique approach to goal planning, combined with past experience and expertise in the markets I serve, enable me to provide tailored solutions to my client’s financial problems that help lead them to their goals.

An alumnus of The University of South Florida with a BS in Economics, I am a fourth generation Tampa native with deep roots in the community. I am also a proud graduate of Tampa Jesuit high school. My grandfather, Frank Llaneza, was regarded as a pioneer in the premium cigar industry and a pillar of the Tampa community. My father is a disabled CPA, so I have a thorough understanding of the importance of protecting and managing cash flow.

I entered the financial services industry in 2008, and joined Guardian Life and Park Avenue Securities in 2012, where I was awarded the agency's first Centurion Award. I have been featured in a number of publications, am a member of the Coastal Conservation Association, The Westshore Business Alliance, and the Million Dollar Round Table. I am also proud to be a representative in The Tampa Jesuit Alumni Council, as well as a preferred financial wellness provider for physicians-in-training through HCA East and West Florida teaching hospitals.

I come from a family of outdoors enthusiasts, am an avid fisherman, and regularly compete in professional tournaments. I've even managed to win a few. Ask me about the fishing tournament when I won a brand new boat!

 

How to prepare your business for a transition

Retirement Read Time: 2 min

Entrepreneurs are go-getters by nature, always looking for new ways to grow their business. But whether you are part of a family business or a sole proprietor, there comes a time when you think of handing over the reins to someone else. Maybe it’s age or the weight of routine. Or perhaps it’s an itch to change careers. Are you ready — and is your business ready — for that change?

No matter the reason, it’s critical to plan your transition as well as you’ve planned the business. You certainly owe it to yourself. How can you maintain your lifestyle and build financial confidence? You owe it to the business too. Who is the right successor to keep what you’ve built moving forward? Even if you see yourself remaining active for the foreseeable future, it’s never too early to start strategizing succession and transition plans. Here are a few tips to get started.

Get real about your dreams

Maybe you want to start another business, retire and smell the roses, maintain a part-time role, or switch careers. You need to think seriously about what you want to do, and when and how you want to accomplish those goals. That information sets the foundation for everything that follows — business succession planning, transition planning, and financial and estate planning.

Ensure the dollars make sense

When first starting the business, you probably calculated, to the last penny, what it would take to open the doors and keep the lights on. Now, do that process in reverse. A new report shows 1 in 5 small business owners admit to having nothing saved for retirement, and the majority have saved less than $50,000.1 So, take the time to turn this insight into action and run the numbers. Realistically determine how to fund your lifestyle and your goals when you no longer have an owner’s income.

Evaluate your bench

How prepared is your management team for a future without you? Do you need to increase their training? Expose them to different facets of the business? Or even recruit new talent? To help the transition, create a culture of mentorship and start delegating day-to-day responsibilities. Give employees time to grow into their responsibilities with you still around to guide them.

Mentoring the next generation can help your employees with professional and even personal development. It’s a good way not only to help ensure continuity of your business, but also to retain talented staff: forty-one percent of workers cited lack of career growth and development as a reason for leaving their jobs.2

Prepare for succession

Only 34% of family businesses have a documented and communicated succession plan.3 For the majority without a proper plan in place, there’s risk for your business today and in the future. What if you were to become incapacitated? What if you wanted to change your career?

Succession planning takes time, determination, and motivation. Take the time to understand and define your business, family, and individual goals to develop an effective plan. And remember to review your plan periodically as your goals change over time.

Engage a financial advisor

No matter how well you know your end goal, the tax and legacy considerations can be highly complex when transferring ownership of a business. Whether it be investment specialists or insurance professionals, reach out to an experienced financial advisor like me who can review your current situation and provide guidance on various tax-efficient strategies, and help optimize your succession and estate planning.

Transitioning your business can be the beginning of new and great things. With proper preparation, you can help ensure a prosperous future for yourself, your employees, and the business you’ve built.

Sources:

1 Brian Anderson, Many Small Biz Owners Not Saving for Retirement, 401K Specialist, 2025
2 LinkedIn Workplace Learning Report, 2024
3 PwC’s 2023 US Family Business Survey, PwC, May 16, 2023

Disclaimer

Guardian® is a registered trademark of The Guardian Life Insurance Company of America. Copyright © 2025 The Guardian Life Insurance Company of America. Brought to you by The Guardian Network © 2025. The Guardian Life Insurance Company of America®, New York, NY.

This material is intended for general public use. By providing this content, The Guardian Life Insurance Company of America, and their affiliates and subsidiaries are not undertaking to provide advice or recommendations for any specific individual or situation, or to otherwise act in a fiduciary capacity. Please contact a financial professional for guidance and information that is specific to your individual situation. Material discussed is meant for general informational purposes only and is not to be construed as tax, legal, medical, or financial advice. Guardian, its subsidiaries, agents, and employees do not provide tax, legal, medical, or finance advice. Consult your tax, legal, medical, or finance professional regarding your individual situation. Links to external sites are provided for your convenience in locating related information and services. Guardian, its subsidiaries, agents, and employees expressly disclaim any responsibility for and do not maintain, control, recommend, or endorse third-party sites, organizations, products, or services and make no representation as to the completeness, suitability, or quality thereof.

8617244.1 Exp.12/27*Pre-approved content*

Have a Question?