Pie Insurance
What It's Like to Work at Pie Insurance
Frequently Asked Questions
At Pie, job satisfaction starts with purpose. Pie's mission to enable small businesses to thrive by making commercial insurance affordable and as ‘easy as pie,’ gives Pie-oneers a clear "why" behind their work, and that sense of meaning shows up in how people show up every day. Whether you're on the engineering team, in claims, or in a support role, the work you do has a direct impact on the small business owners and workers who need Pie most.
Beyond mission, Pie invests in the day-to-day things that make work sustainable and rewarding. That means competitive compensation, comprehensive benefits, and the flexibility of a fully remote environment that trusts Pie-oneers to do great work on their own terms. Pie's leadership team stays connected to employee experience through regular engagement surveys and AMA sessions that give Pie-oneers direct access to executives. Recognition from Built In's Best Places to Work reflects what Pie-oneers already know: this is a place that takes the employee experience seriously.
Supportive managers, a remote-first setup that respects work-life balance, competitive pay and benefits, and work that connects to a mission worth caring about are the reasons Pie-oneers consistently recommend Pie as a place to grow their careers.
Pie's inclusion in Built In's Best Places to Work is one external signal of that, but the stronger proof is in the day-to-day culture. Pie operates as a fully remote company and has built the infrastructure to make that feel like a feature, not a workaround, with intentional communication practices, accessible leadership, and a team that genuinely invests in each other. Pie also offers endless ways to connect with other Pie-oneers through things like weekly all-hands meetings to on-site team summits and experiential opportunities through the Pie-oneer led Culture Ambassadors team.
Pie has earned a reputation as one of the standout employers in the insurtech space, a company where people come for the mission and stay for the culture. Recognitions from Built In's Best Places to Work, Great Place to Work and Forbes Top Startup Employers in America reflect what Pie-oneers and industry observers have come to know: Pie is serious about building a workplace people are proud to be part of.
That reputation is backed by real investment. Pie offers competitive compensation and benefits, a remote-first work environment with genuine flexibility, and a leadership team that communicates openly through all-hands meetings, leadership AMAs, and other forums where Pie-oneers can ask the hard questions and get honest answers. In a competitive hiring market, Pie has built a name as a company where careers are built, not just jobs are filled, and that word travels.
Pie is a high-growth company. Pie-oneers are challenged to work cross functionally, priorities can shift as the business scales, and the pace of a growing insurtech can be quick. For people who love ownership, variety, being open to trying new things, and being close to decisions that matter, that's a feature of working at Pie. For others, it can create moments of ambiguity or stretch during busy periods.
Pie works to offset this in a few ways. Manager check-ins keep workloads visible and manageable, generous and flexible PTO and give Pie-oneers real room to unplug, and a fully remote environment means people can structure their days in ways that work for them. Pie's recruiters and managers also talk about these realities openly during the hiring process because setting honest expectations from day one is part of how Pie treats people well.
Pie is the kind of company where Pie-oneers can tell you exactly why they work there, and mean it. The mission of leveling the playing field for small business owners navigating commercial insurance is not just marketing language. It's something the team talks about in all-hands meetings, feels in their day-to-day work, and points to when they explain why they chose Pie over other options.
As a fully remote company, Pie has invested in the practices that make distributed teams feel like actual teams: leadership AMAs that keep communication real and two-way, cross-functional collaboration that prevents the silos that can quietly undermine remote culture, and a benefits package designed to support Pie-oneers wherever they live and work. The culture at Pie is one where wins get celebrated (there’s even a dedicated #snaps Slack channel) and challenges get named, and Pie-oneers consistently say that kind of transparency is why they trust the company and stay invested in where it's going. That honest, human approach to work is what makes Pie's reputation as an employer as strong as it is.
