Pie Insurance Mission, Purpose & Impact

Updated on December 03, 2025

Pie Insurance Employee Perspectives

Tell us about Pie Insurance’s mission. How does that mission influence the company culture, and did it impact your decision to join the team?

Pie’s mission is to empower small businesses by making commercial insurance affordable and easy as pie, and that absolutely influenced my decision to join. I come from a small business family, so the company’s mission, plus the intersection of technology and commercial insurance, made Pie a high-interest company when I started actively seeking new roles in late 2018. My dad worked in his home office when I was growing up, and it became clear to me that making the move from a one-person operation to a small business owner with one or more employees was cost-prohibitive. I know if an insurance company like Pie had existed back then, he would have found it and utilized it to grow his company. My dad gave me my love of technology and using it to make people’s lives easier, and Pie’s mission made it an easy decision to join the team. I’ve loved every minute, and my six and a half years at Pie is the longest I’ve ever worked at any company. It’s because I love what we do, and I’ve seen firsthand the positive impact we can have on small businesses.

 

From your perspective, how does your work connect to the overall company mission?

My role involves supporting a full array of internal and external systems and stakeholders. Because my first several years at Pie were in the underwriting department, I have an end user’s familiarity with systems and processes, which helps me troubleshoot and solve problems in real time. I contribute to making things easy as pie by advising on solutions for both internal and external users, ensuring the process is as smooth as possible from submitting the business for a quote all the way through policy renewal. I’m often able to provide resolutions to problems as they happen, while using that information to identify potential workflow improvements for the future.

 

What advice would you give a jobseeker hoping to join Pie Insurance?

You need to be comfortable with change. We are an agile organization, and we experiment frequently. When I was a manager, I would often tell candidates that Pie is not a place to work if you want to do the same thing every day. One of my favorite things about working here is that we have really embraced a test-and-learn approach, and it has proven successful. Along with curiosity, Pie values a sense of ownership, so another important thing to have going in is a desire to help across the business. We work cross-functionally in ways I haven’t seen at other companies, and I believe it’s one of our best competitive advantages.

Jolea Weatherspoon
Jolea Weatherspoon, Business Systems Analyst