888-983-1617 [email protected]

Client Case Study: Professional Disability Associates sells to The Advocator Group

In the recent sale of Professional Disability Associates to The Advocator Group, a subsidiary of Brown & Brown, we facilitated a mutually beneficial transaction by helping to manage the deal while the owners kept running the company. Deal or no deal, our eyes stayed on what was important and best for PDA’s owners.

Issues & concerns

1. After a year of discussions about how to team up with The Advocator Group, the owners of Professional Disability Associates sensed an offer to buy their company was imminent; they worried that negotiating the transaction might distract them from running their business. PDA had earned some major growth opportunities that could not be jeopardized, merger or not.

2. The owners had concerns because they knew that selling a business is an enormous amount of work for an already busy executive team. The CEO needed help he could trust to get the merger done, while he kept running the company.

3. Because the owners value relationships they can trust and it was critical that they find a partner who shares their values, PDA was concerned that some M&A advisors might not always have an eye on what was best for them.

Transaction highlights

1. Professional Disability Associates was a founder-owned business services company with $15 million in sales.

2. The buyer, The Advocator Group, serves similar customers to PDA and the leaders of both organizations had developed an ambitious business plan for their combined businesses. The Advocator Group is a division of publicly traded Brown & Brown Insurance, a repeat acquirer of insurance-related businesses.

3. PDA’s owners and their lawyer, John Carpenter of Bernstein Shur, were sensitive to the amount of work a transaction involves and wanted investment banking help that would facilitate a transaction, negotiate business terms and work well as part of a project team to pursue a single opportunity.

4. Our job was to fill one role on a collaborative deal team. We interfaced with Brown & Brown’s corporate development staff, while John Carpenter worked with Brown & Brown’s counsel and PDA’s leaders developed post-deal plans and relationships with their future colleagues. We helped by clarifying the business terms of the deal, from before the Letter of Intent through closing, and by mitigating the risk of confusion or miscommunication through the entire due diligence and negotiation process.

Oaklyn Consulting is the advisor of choice for helping middle-market companies with capital strategy decisions and small or complex transactions. We serve as a guide, not a broker, providing middle market investment banking services as consultants with a time-based billing structure.

Read the press release.

Oaklyn Consulting Advises 911 Custom on Sale to LEHR Upfitters Holdings, a Broadwing Capital Portfolio Company

Chattanooga, Tenn., June 8, 2026 — Oaklyn Consulting today announced it served as exclusive financial advisor to 911 Custom LLC in connection with its sale to LEHR Upfitters Holdings LLC, a portfolio company of Broadwing Capital Management. Terms of the transaction...

Five Post-Merger Challenges and How to Solve Them

By Frank Williamson, Oaklyn Consulting, and Ernie Lopez, MergerAI   The closing of an M&A deal is often a hard-earned milestone after a prolonged period of negotiations and uncertainty. Yet, once the paperwork is signed, the real challenge begins: integrating...

Oaklyn Consulting Celebrates 10 Years of Helping Businesses Navigate Critical Capital Decisions

CHATTANOOGA, Tenn., June 1, 2026 – Oaklyn Consulting, a Chattanooga-based mergers, acquisitions and capital-raising consulting firm, today celebrated the 10th anniversary of its founding in 2016. Founded by investment banker Frank Williamson, Oaklyn Consulting helps...

​5 Steps To Prepare For Selling Your Small Business

Originally published by Forbes, featuring Frank Williamson. We’re grateful to Forbes for the opportunity to contribute to this important conversation. Read the full article below.If you’ve managed to build a prosperous business, you’re in the minority—according to the...

Strategic vs. Financial Buyers: What’s Best for Your Business?

One of the first questions any business owner considering a sale needs to answer is whether to pursue a strategic buyer or a financial buyer. Each category of acquirer has fundamentally different motivations for buying, has different criteria for what they’re looking...

Outside Capital: What Are You Really Giving Up in Return?

Originally published by Collective 54, featuring Frank Williamson. We’re grateful for the opportunity to contribute to this important conversation. Read the full article below.As professional services founders, we all understand that in the course of founding and...

What To Expect During The M&A Due Diligence Process

Originally published by Forbes, featuring Frank Williamson. We’re grateful to Forbes for the opportunity to contribute to this important conversation. Read the full article below.When making any large purchase, be it a car, a house or a business, any smart buyer wants...

Oaklyn Consulting Provides Advisory Services to Chestnut Funds in Acquisition by Anchor Health Properties

Oaklyn Consulting provided M&A advisory services to Chestnut Funds in its acquisition by Anchor Health Properties, supporting founder alignment and deal execution. Learn more.

Navigating The End Of A Business Partnership With Empathy And Confidence

Originally published by Forbes, featuring Frank Williamson. We’re grateful to Forbes for the opportunity to contribute to this important conversation. Read the full article below.The end of a business partnership is often an emotionally draining experience for...

How to Acquire Your First Small Business In 4 Steps

Learn how to acquire your first small business with a clear 4‑step framework. Set goals, build a prospect list, engage owners effectively, and negotiate with confidence.