Insurance Industry Rankings & Awards

2025 Best Insurance Agencies to Work For

Explore our other lists by visiting our Rankings & Awards page or by selecting one below.

Each year Insurance Journal surveys the property casualty industry for the Best Independent Insurance Agencies to Work For.

Congratulations to our 2025 winners. The full story can be found in our October 6, 2025 Magazine Issue

For web badges, plaques, and reprints, visit the Best Agencies to Work for promotions page.

Overall Winner

Robertson Ryan Insurance

robertsonryan.com
Milwaukee, Wisconsin

We are a national agency, meaning we are big, yet operate like a smaller company, meaning we have the resources to take care of our team, but done in a way that is genuine with personal touches

Allan Degner Senior vice president of marketing and communications

Employee Perspectives

Quotes from employee nominations

Robertson Ryan gives you a voice. They listen, encourage, and are there for all of their employees,

I have worked here for over nine years, and it’s the best place I have ever worked at. Management is very good, you feel heard, and additional education is always available if wanted.

One of the things I'm most proud of at our agency is the way leadership consistently backs up their words with action when it comes to sup- porting employees and clients

Read Robertson Ryan Insurance's Full Profile.

East

Gold Winner

Cleary Insurance Inc.

clearyinsurance.com
Boston, Massachusetts

I think they nominated us because they enjoy working with each other. Working alongside people you respect and enjoy is what makes this a great place to work.

Bill Cleary Owner and President

Employee Perspectives

Quotes from employee nominations

It is the best place to work because it fosters both professional growth and personal fulfillment

A strong team means collaboration, support, and shared successes. Employees lift each other up and celebrate wins together. A winning atmosphere drives motivation and pride, encouraging everyone to strive for excellence while feeling valued

They have created a true team environment where everyone is respected.

Read Cleary Insurance Inc.'s Full Profile.

Silver Winner

Mackoul Risk Insurance Solutions

Long Beach, New York
Bronze Winner

Gunn Mowery

Lemoyne, Pennsylvania

Midwest

Gold Winner

DSP Insurance Services

dspins.com
Schaumburg, Illinois

We're really focused on the long-term and developing talent from within as well, so I think that's another thing that is a differentiator [...] We have a lot of internal promotions for an agency of our size and very clear paths to moving up, which is what we spent a lot of time building out over the last two years since I was fortunate enough to get the nod to lead the agency,

Taylor Virgil President

Employee Perspectives

Quotes from employee nominations

In the last few years the agency has worked very hard to set itself up for continued success

This includes rebuilding departments, including job descriptions, titles, and salaries, to allow for continued development of the staff and growth opportunities from within the organization.

It gives me great comfort seeing how the agency has always made an effort to make sure employees are able to meet their personal work-life balance as opposed to enforcing a 'hardline' policy

I know employees that have needed time off for personal reasons, even if little notice has been given

Read DSP Insurance Services's Full Profile.

Silver Winner

Ansay & Associates

Port Washington, Wisconsin
Bronze Winner

Phelan Insurance Agency

Versailles, Ohio

South Central

Gold Winner

Higginbotham

higginbotham.com
Fort Worth, Texas

We've proven you can grow aggressively without losing your identity, [...] At Higginbotham, we don't chase growth at all costs; we grow by staying true to our roots. That balance of ambition with values is what sets us apart and what keeps people invested in building a career here.

Rusty Reid President and CEO

Employee Perspectives

Quotes from employee nominations

One of the practices that truly stands out to me is the employee training and mentoring program

When I joined Higginbotham last year, I had little knowledge of the insurance industry. However, the comprehensive onboarding training, coupled with the mentoring program, enabled me to develop the confidence necessary to excel in my role.

We had an employee that was underperforming in their role. Any other agency probably would have let this employee go, but what our agency did instead was work to find a more suitable position within the agency

Read Higginbotham's Full Profile.

Silver Winner

Swingle Collins & Associates

Dallas, Texas
Bronze Winner

G&G Independent Insurance

Fayetteville, Arkansas

Southeast

Gold Winner

Brightway Insurance,

brightway.com
Ponte Verde Beach, Florida

We are embarking on our team cruise in November with all the employees and spouses, so we are super excited to reward them with that and spend some time together and disconnect from the job and really enjoy our time together—with significant others, too, as they are just as important to our office success

Chris Huebener Equity Partner

Employee Perspectives

Quotes from employee nominations

Our office is more of a family than a place we work. It truly makes coming to work such a joy!

he expectations are clear, and the reviews highlight exactly what we have excelled at and what we need to work on, and that is clearly con- veyed to us in a constructive, motivating, and positive light

I have worked for other insurance agencies in the past, and Brightway PVB is one above the rest. Billy and Chris do an amazing job running the agency

Read Brightway Insurance,'s Full Profile.

Silver Winner

Commercial Insurance Associates

Brentwood, Tennessee
Bronze Winner

Nimble Insurance

Sarasota, Florida

West

Gold Winner

Kulchin Ross Insurance Services

kulchinross.com
Tarzana, California

The majority of our folks stay, and they stay because of the concept of being pleasant and being heard and being in an environment that actually cares for who they are, not just while they're in the office but outside of the office—their family, their children, all of that. It's just really coming from a sense of being compassionate toward others.

Derek Ross President and Chief Operations Officer

Employee Perspectives

Quotes from employee nominations

We foster an environment where all team members' ideas are valued and collaboration is encouraged across all levels,

The owners invest in ongoing training and development, ensuring that employees have the resources and knowledge to excel in a constantly evolving insurance landscape.

We celebrate achievements and recognize hard work. Our agency also prioritizes work-life balance, offering flexibility and understanding to help employees thrive both

Read Kulchin Ross Insurance Services's Full Profile.

Silver Winner

Morris & Garritano

San Luis Obispo, California
Bronze Winner

Rancho Mesa Insurance

San Diego, California