A startup with heart and growing pains - Anonymous employee FreeWill Employee Review

4.0
Oct 20, 2020
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

The people here are excellent. Most everyone is kind, fun, and truly embodies the company values. Our office culture was fun and a great place to socialize and learn from each other. This has largely translated to remote work as well to the extent possible. There is a great feedback culture. It's extremely easy to get things done with no bureaucracy or strict processes. It's a great place for mentorship for junior hires. The business model is successful even in an economic downturn.

Cons

It takes time to transition from a scrappy startup. The original engineering team was entirely junior, and they are just coming to the end of dealing with cleanup of past mistakes. The best decision made to date was to replace the head of engineering and hire more senior engineers which has made the engineering team much more professional. This has yet to happen on the design team, which has the same issue. The head of design does not have the requisite experience and doesn't want to hear from anyone who does. The design team is timid and afraid to do anything innovative. This will be the company's Achille's heel until senior management realizes the business value of a functioning design team, especially as we try to stand out from the competition and need innovative ideas to find our market niche. FreeWill is a risky venture in a very competitive space. I feel that either we could find a strong niche or be easily copied by a competitor. Right now we're throwing things at the wall to see what sticks.

Explore other reviews about FreeWill

5.0
Mar 6, 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

MIssion driven Caring employees Innovative

Cons

Slow growth and a strong culture lead to low promotion opportunities

1
avatar
FreeWill Response
3mo
Thank you for sharing about your experience these past few years and we're glad you've had a great experience with company culture!
4.0
Jun 25, 2026
Recommend
CEO approval
Business outlook

Pros

work is genuinely meaningful: selling in support of nonprofits doing good, with a team that's smart, kind, and well-resourced. SPIFFs, conference travel, and consistent investment in sales tech (ex. Claude Pro). sales leadership (although a revolving door) has been supportive and encouraging in growing my skill sets and providing promotion opportunities. company provides generous PTO and parental leave, annual gifts, stock options, and WFH and professional development stipends. CEOs and department leaders are aspirational and inspiring.

Cons

competitive market to sell into, newer products still establishing PMF, team has seen staff turnover which created short-term uncertainty but also opened up real opportunity for people who stayed. feels like some folks in management speak down to others, but you learn to tune it out.

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