Roland Sanchez-Medina

Roland Sanchez-Medina’s story starts in Cuba but truly unfolds in the heart of Miami. Raised by immigrant parents, Roland grew up surrounded by hard work, humility, and hope. Those values stuck with him.

He attended Belen Jesuit Preparatory School, then moved on to the University of Miami. But Roland didn’t stop there. He went on to Boston College Law School and capped his education with an LL.M. from NYU School of Law. Every step was deliberate. Every degree, a building block.
His legal career took off at Holland & Knight, where he sharpened his skills and learned the value of precision. Later, as a partner at McDermott, Will & Emery, he managed complex, cross-border deals and earned a reputation for clarity and calm in high-stakes environments.

Now a partner at SMGQ Law in Miami, Roland brings global insight to local practice. He focuses on corporate law, guiding businesses with care and strategy.
But his impact goes beyond the courtroom. Roland has chaired the South Florida Hispanic Chamber of Commerce and is a proud member of the Orange Bowl Committee. He believes in showing up, not just for clients, but for the community.

Quiet consistency defines him. He doesn’t seek headlines, but his work shapes lives and businesses all the same. His story reminds us that discipline, integrity, and a sense of place can build not just a career—but a legacy.

What is your typical day, and how do you make it productive?

Most days start early—usually around 6 AM. I like to review emails and prep before the city wakes up. I block out time for legal drafting mid-morning, when I’m most focused. Meetings are usually grouped in the afternoon. I avoid context switching as much as possible. I also review every document I send out myself. That habit, I think, keeps things tight and professional.

How do you bring ideas to life?

I believe in building ideas slowly, like a legal argument. I start with research—reading cases, white papers, or regulatory changes. Then I outline it, usually on paper. From there, I test it with one or two trusted colleagues. If it holds up, we move it forward. If not, I revise or let it go.

What’s one trend that excites you?

The rise of cross-border small business formation. More small businesses are operating across countries now than ever before. That’s exciting because legal frameworks are evolving to support them.

What is one habit that helps you be productive?

Reading case law summaries weekly. It keeps me sharp and helps me anticipate client needs. It’s easy to lose that edge if you’re only reacting.

What advice would you give your younger self?

Stop rushing. Trust that showing up, being prepared, and staying ethical will compound over time. Results aren’t instant—but they come.

Tell us something you believe almost nobody agrees with you on?

A beautifully drafted contract can be more valuable than a brilliant courtroom win. It prevents problems before they start.

What is the one thing you repeatedly do and recommend everyone else do?

Re-read your emails and contracts out loud. You’d be surprised what jumps out when you hear your own words.

When you feel overwhelmed or unfocused, what do you do?

I leave the desk and go for a walk. No headphones, no phone. I just let my mind wander. Usually, the solution surfaces within 10 minutes.

What is one strategy that has helped you grow your business or advance in your career?

Consistency. I don’t try to outshine anyone—I just show up, prepared, every time. That built trust over the years with colleagues and clients.

What is one failure in your career,  how did you overcome it, and what lessons did you take away from it?

Early on, I mishandled a minor clause in a contract that led to a costly renegotiation for a client. I owned the mistake. The lesson? Never assume a “small clause” is unimportant. Every line matters.

What is one business idea you’re willing to give away to our readers?

A multilingual, localised contract template platform for startups in Latin America expanding into the U.S. There’s a gap in the market for bilingual legal tools.

What is one piece of software that helps you be productive? How do you use it?

Adobe Acrobat Pro. I use it to review, mark up, and sign documents. The custom stamp feature is underrated for tracking versions.

Do you have a favorite book or podcast you’ve gotten a ton of value from and why?

The Splendid and the Vile by Erik Larson. It reminds me that leadership under pressure is mostly about clarity, calm, and communication.

What’s a movie or series you recently enjoyed and why?

I recently re-watched Michael Clayton. It captures the ethical grey zones in law better than most films. It’s understated but powerful.

Key learnings

  • Preparation and consistency are more powerful than quick wins in long-term career growth.
  • Re-reading written work out loud can significantly improve clarity and accuracy.
  • Walking without distractions is an underrated method for clearing mental clutter.
  • Legal precision—even in minor clauses—can prevent major problems.
  • Staying sharp requires continuous education, even in established careers.