Insurance Careers Month Employee Spotlight: Will Pinn

Will Pinn

The insurance industry offers numerous rewarding career paths. In honor of Insurance Careers Month, we’re featuring three different generations of Alper Team Members to explore what they do and why they love coming to work every day.

Meet Will Pinn, Director of Employee Benefits and member of Gen X.

What brought you to a career in the Insurance industry and employee benefits in particular?
My father worked in the Employee Benefits industry for nearly his entire career, so I grew up around the industry. When it came time to start interviewing for a job following college, it seemed natural to follow in his footsteps. It didn’t hurt that I had him to help me make connections within the industry.

I believe you’ve said that you’ve worked in Benefits throughout your career. What has kept you in this specific area of insurance?
I enjoy working on employee benefits programs. Servicing employee benefits requires a high degree of math skill, engaging with individuals and their life and health needs, and working within a corporate culture and budget. That variety keeps the challenges fresh and new. Also, it’s rare nowadays that someone can stay within one industry for decades. This lengthy tenure allows me to continue my professional growth and share that experience with my Clients.

What is your favorite part of your job? 
Helping people! Both on an individual level in helping members navigate and utilize their benefits, and helping organizations implement effective and affordable benefits. Our work creates a healthy corporate culture and competitive workplace for our Clients where employees and candidates want to work.

Our work creates a healthy corporate culture and competitive workplace for our Clients where employees and candidates want to work.

Because you’ve worked in several different roles in Employee Benefits, what do you like best about your current director position at Alper?
As director, I am excited by the opportunity to continue to help Clients with their employee benefit needs, to help others on the Employee Benefits Team develop their passion and expertise, and to help grow an agency whose mission, vision and values I personally believe in.

How would you advise someone to get into the insurance industry if they’re looking to start their career path or switch from their current career? Is this especially difficult in the complex world of health care?
The best way to learn more about the Employee Benefits industry is to talk with someone already in the industry. I welcome anyone with an interest to contact me.

The health insurance industry is certainly complex. However, there are many niches within the Employee Benefits industry in which someone can become an expert in just a few years. Lack of experience should not be perceived as an obstacle to anyone considering a career in Employee Benefits.

Have a question about a career in Employee Benefits? Email Will at