“Be a yardstick of quality. Some people aren’t used to an environment where excellence is expected.“

Steve Jobs

“Let us perceive clearly our shortcomings.“

Gautama Buddha

“I was taught that the way of progress was neither swift nor easy.“

Marie Curie

“Tough times don’t last, but tough people do!“



/The Law Office of Chad D. Cummings

My firm helps founders conceive, plan, grow, and exit their start-ups. I also help innovators in the disruptive technology space (e.g., blockchain, Web3, DeFi, crypto, esports, disintermediation) to protect their ideas and maximize their return.

I deliver full-stack Chief Legal Officer services to my clients—including general representation, transactional advisory, and litigation—at every stage of the business lifecycle at a fraction of the cost of retaining a traditional firm.

My specific practice areas include corporate, partnership, crowdfunding, contract, employment, intellectual property, tax, executive compensation, and labor law. I also help existing clients structure real estate deals and obtain visas for their team members as needed.

I tap into my deep professional network of colleagues, peers, and mentors across all domains of professional services, including other lawyers, accountants, and advisors, to supplement my knowledge and meet the needs of my clients on a cost- and time-effective basis.


Starting Your Business

/If you’re just getting started, start here.

I often receive inquiries from new and would-be entrepreneurs, small business owners, and start-up founders about the most common legal questions and issues they face in conceiving and managing their ventures. To that end, I have compiled a small library addressing the most commonly asked questions, which I have made available at no cost. Click the button below to get started.


An Introduction

/Meet Chad

I am an attorney and Certified Public Accountant serving Florida and Texas with dual licensure in both states.

Previously, I served in operations and finance with the world’s largest accounting firm (PricewaterhouseCoopers), airline (American Airlines), and bank (JPMorgan Chase & Co.). I have also created and advised a variety of start-up ventures.

I am a member of The Florida Bar and the State Bar of Texas. I also hold active CPA licensure and undergraduate and graduate degrees in accounting and taxation, respectively, from Southern Methodist University in Dallas.

I live and work in Naples, Florida.