No longer as easy as Pie - Business Development Pie Insurance Employee Review

2.0
23 Feb 2024
Recommend
CEO approval
Business outlook

Pros

Compensation, benefits, talented employees, paid time off

Cons

Over the past 9 months there have been a series of decisions made by upper levels of leadership throughout the company that have led to a strong shift in company performance and employee culture. Teams are over worked and short staffed which lead to downstream effects on other teams as well as the customer experience. There was no transparency from senior leadership to employees. A new senior level employee was brought in and they did a welcome tour touting "no sweeping changes will be made" reminiscent to the plot of Office Space. I also believe that decisions are made completely devoid of thought of their impacted employees and most importantly the customer. These decisions have led to another round of layoffs that will inevitably lead to more employees leaving due to being overworked and expected to pick up the slack for the employees they let go. And this cycle will continue before bigger heads roll. I hope they can eventually course correct to what the initial experience and vision was for so many employees only a year ago.

Explore other reviews about Pie Insurance

5.0
23 Oct 2025
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Pie is mission-driven and focused on modernizing an outdated industry, giving employees the chance to build products that genuinely help small businesses. The organization embraces modern technology and design thinking, encouraging innovation, experimentation, and new ideas. Leadership is accessible and human, and the company invests in connection and community even in a remote environment.

Cons

Because Pie is growing fast, change is constant—if you need rigid structure or slow, steady routines, it may feel overwhelming at times.

2
3.0
26 May 2026
Recommend
CEO approval
Business outlook

Pros

I worked with many talented, thoughtful engineers who cared about building reliable systems and supporting each other. The remote environment was generally workable, and there were meaningful technical problems to solve across backend services, APIs, data quality, production support, and customer-facing workflows. I also appreciated opportunities to take ownership, mentor teammates, and work on systems that had real operational impact.

Cons

Priorities and organizational direction could shift quickly, which sometimes made it harder to plan long-term technical work or understand how career growth would be evaluated. Communication around larger company changes could have been clearer and more timely. Career progression, role expectations, and decision-making sometimes felt uneven across teams.

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