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Meet the Team: Frank Williamson

Frank Williamson - Founder and CEO - Oaklyn Consulting
Frank Williamson is the founder and CEO of Oaklyn Consulting, which he opened in 2016 to fill a gap in qualified investment banking advice for founders/CEOs, venture capital investors, and nonprofit leaders.

What’s your favorite part of your job?
The people we work with — our team, our channel/referral partners, our clients, and the people across the table in business negotiations.

Why do you work at Oaklyn Consulting?
Because we make a difference in the world by helping social or commercial entrepreneurs when they need to deal with money people — and we have fun doing it. Compared to other ways to do investment banking, we get more reps at the most creative deal negotiations than anyone else in the business.

What are your favorite pastimes outside of work?
If I could ski every day, I would.

Why does Oaklyn Consulting’s work matter?
We help operating people deal with money people in a way that creates a better outcome for everyone. The deals we help craft enable problem-solvers to create bigger and better solutions to the pain points in society that they’re trying to relieve.

What TV show/movie/book/musical artist are you enjoying right now?
Silly mysteries and thrillers. Have you read The Thursday Murder Club?

What do you think sets Oaklyn Consulting apart from other investment banking consultants?
Our “why” is to help people that need investment banking help but can’t access it. This alone sets us apart.

But in addition, we’re crazy good at negotiating creative capital-related solutions, bringing the best service levels, insights and deal skills to parts of the market that are often starved for even medium levels of advice.

What’s your idea of a perfect meal?
It’s the setting and sharing as much as the food. I love sitting at the kitchen island, having a beer with a friend (or my bride), and enjoying a meal that the cook is dying to show off. And I equally love going to the fanciest restaurant, sharing a bottle of wine and trying the house specialty.

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.