As both a lawyer and an investor, David R Gray Jr.’s status as a longtime resident of the city of Chicago has proved to be exceptionally beneficial. David is the founder of The Law Offices of David R. Gray, Jr. Ltd., and also holds the position of General Counsel with Wheeler Financial. The former chairman of the Chicago Bar Association’s Real Estate Taxation Commission has routinely utilized his real estate expertise as an investor, and his legal focus expands beyond the incredibly broad range of real estate issues that fall well within his area of expertise to also include enforcement litigation, tax collection and civil litigation.

What is your hobby?

I read a lot. I also play music, like golf, and try to work out whenever I have that time.. Given my busy schedule, it’s important that I try to remain active.

How did you get started with this hobby? What inspired you?

There was a great music score at the College of Charleston when I was there as an undergrad. I was a philosophy major on a pre-law track, so my classmates got to know each other quite well and quickly discovered how playing music together reduced the stress of our heavy academic course load.

Tell us what you love about it.

As with any art, you can really get lost in it. It’s like an entirely different world. I love the fast-paced nature of the game and the novel fact that it is rare for athletic competitors to be positioned on the same side of a court. And I’m not completely sure if this is related, but I feel like the lateral movement in racquetball has preserved a lot of the rotational flexibility I need out on the golf course.

Are there any groups you’re a part of or events that you attend related to your hobby?

I’m a member of a club in Chicago well known for squash. The club regularly hosts competitive tournaments as well as charity events and fundraisers.

Have you had to invest in equipment and if so, please share some of the things you’ve bought.

I’m very partial to the racquet I have used for the past 10 years or so, and the gentleman who re-strings my racquet always likes to joke about how a new racquet is long past overdue.

Where do you buy most of your supplies?

The racquetball club is fully stocked with all of the supplies I’ll ever need, which is quite convenient.

Are there any good books for beginners?

I’m not sure if there is a definitive book for beginners. My advice would be to play the game with an experienced player and make it clear that you want to learn and intend to ask as many questions as possible.

How has this changed your life?

It’s helped me remain fit and flexible while also providing me with yet another healthy outlet for my competitiveness.

What advice do you have for others starting out with this hobby?

Competing is important if you want to become a better player, but skill development deserves a much greater deal of attention when you are first starting out.

Are there any other hobbies you have?

I enjoy taking a boat out on Lake Michigan to spend an entire day just casting a line out into the water.