Flexible work environment, lots of opportunities to grow - IT Applications Programmer Progressive Insurance Employee Review

4.0
May 21, 2023
Recommend
CEO approval
Business Outlook

Pros

Great work/life balance, remote schedule is pretty flexible. We are not micromanaged. Tons of opportunities to learn as a newer developer - lots of classes offered, many self paced learning tools available. Decent benefits and nice 401k program

Cons

End of year bonus is tied to company gainshare factor - when the factor is low bonuses will be very small. It is not related to your personal performance. Promotions from entry level to intermediate can be challenging- there seems to be an emphasis on spending 2 years at the company, rather than focusing on skill level. If your manager does not schedule you for promotion at the end of the fiscal year, there is very little chance it will go through the following year. PTO takes forever to accrue as a new hire.

Explore other reviews about Progressive Insurance

5.0
Jan 24, 2026
Recommend
CEO approval
Business Outlook

Pros

Best company I have ever worked for.

Cons

Can't think of any. Working remotely gets lonely at times but that's not Progressive's fault.

2.0
Apr 8, 2026
Recommend
CEO approval
Business Outlook

Pros

Strong, stable company with a clear operating model — you know how things are supposed to work. Competitive benefits, bonus structure, and overall financial consistency. Flexibility in how and where you work, depending on the role. Opportunities to build a long-term career if you can navigate the organization effectively. Talented colleagues and cross-functional partners who care about doing good work.

Cons

Leadership quality is inconsistent, and your experience is highly dependent on who you report to. High performers are often relied on heavily without corresponding recognition or support. Decision-making can be political, with credit and visibility not always aligned to actual contribution. Communication and alignment break down at higher levels, creating unnecessary friction. Innovation and strategic work can be constrained by legacy thinking and internal dynamics. Psychological safety is not consistent across teams, particularly when challenging leadership or the status quo.

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