About Jordan

Jordan Ostroff, Law Firm Coach

Jordan Ostroff holding a championship belt over his head
Jordan Ostroff smiling at his desk

But you’re here, so let’s do it. I always knew I wanted to be a lawyer. There are literally home videos of me at 3 or 4 arguing with my parents. Now having my own child I know EXACTLY what I put them through...

I grew up in South Florida and graduated from The University of Central Florida (GoKnights!) and stayed in Orlando for Law School. My first “real law job” was for the State of Florida as an Assistant State Attorney. I, along with my better half (my words, but everyone else agrees) and fellow attorney, Heather Trick Ostroff, opened Driven Law (a PI law firm located in Orlando, Florida) in 2015.

*Cue the dramatic music.*

After losing a substantial amount of money on marketing agencies that didn’t understand how to market a law firm properly, I spent time with some of the best marketing minds in the industry and soaked up every bit of knowledge I could. Then, I put what I learned into practice and brought a lot of the marketing efforts in-house to the firm. Today, I have no student loans, and my firm is a successful, multi-million dollar firm. All with me working only 3 days a week. When I’m not networking (i.e. hanging out with my friends during the day), you can find me cooking, playing disc golf (or maybe that is also networking) or going on adventures with my son, usually involving both of us telling bad dad jokes.

Work Through the Next Decision in Your Firm

If you are considering a hire, giving your team more responsibility, or changing how you spend your time, learn about law firm coaching with me. We will start with the firm you have and what you want to change.

Hear How I Think About Firm Ownership

Lawmatics: Hear From a Client

Cameron White shares his experience working with me on Lawmatics.

Cameron White, Lawmatics client

“There were many things that I wasn’t aware we can do with lawmatics that you brought to my attention.”

Muhammad Ramadan, Lawmatics client

Talk with Jordan about your firm’s systems

What Readers Say About Love Your Law Firm

“Practical, honest, and immediately useful for law firm owners”

Jonathan White, book review, February 3, 2026

The reviewer received a free digital resource in connection with this review.

Hit Me With Your

Best Spot!

I love being invited to events— especially when it involves the chance to help more people run a business they can be proud of while living a life that’s even better. Whether it’s your awesome podcast or the conference of the year, let’s chat about how I can help make it that much better.

Book Me To Speak

It’s Not Easy

Being Green.

And it’s not easy to build a successful business while maintaining a sense of control over your life, either. That’s why I’m here, to help you create the kind of life you will love to live. Yep, you can have your cake and eat it too. Who would want a cake they can’t eat? (even if I am more of a cookie/brownie type guy).

Book a Consultation