Meet Our Team

Howard Olinsky

Co-Founder

Since 1990, I’ve been the Managing Partner of the Olinsky Law Group. By working in disability law, I’ve found a way to help real people with real needs. From a young age, I’ve been on a mission to help people with disabilities. I worked five summers at a camp for children and adults with mental and physical disabilities. As an attorney and disability advocate, I provides strong, experienced representation for my clients.

I realized that helping our clients didn’t have to end after we won their case. That’s how Olinsky-James Insurance Agency, LLC was started. I’m proud to have built a company that has helped thousands of people during some of the most difficult times in their lives.

Outside of the office and courtroom, I enjoy traveling the country with my lovely family, spending time on the beach, and watching the New York Mets.

Jim Starr

Co-Founder / Licensed Agent

I’ve been in the disability management industry for 20 years. For me, it was a natural progression to get licensed as an insurance agent in order to assist Medicare-eligible individuals. What excites me most about what I do is having the opportunity to help make people’s lives just a little better. Being able to do that on any given day, is gratifying and I’m happy about that!

When I’m not in the office, I enjoy being outdoors with my family and friends. I love boating, long walks, working in my yard, playing with our dogs, or just having a beer with friends/neighbors. Something people might not know about me is that I’m a ‘closet inventor’, I’m always thinking of new world-changing products that I can come up with.

When it comes to volunteering, I have been supporting Hand2Hand ministries for many years. They do amazing work for children from low-income households by providing backpacks filled with food for them to take home on Fridays for the weekends – these are children who would otherwise go hungry.

Kimberly McColgan

Licensed Agent

Making it easier for people to navigate Medicare is what I enjoy most about working here. Helping people find the appropriate plan for them is very rewarding.

On a more personal note, I enjoy gardening, cooking and I love to quilt. My favorite way to spend the weekend is on the beach, estate sales or visiting family or friends. I’m also a big sweet tooth and I love Pilates. Go figure!

Our company is involved in Hand2Hand which provides kids in need with a backpack of food over the weekend when they are not in school. I volunteer at Feed America which helps those in our community access to food.

See Also