Progressive Benefits, Challenging Moments - Anonymous employee Datasite Employee Review

3.0
10 Dec 2025
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Good benefits, including a recent move to unlimited PTO, which reflects an employee-focused shift in company policy. Medical coverage is solid, and the organization maintains a diverse and inclusive workplace culture.

Cons

Cons: Leadership communication and policy execution are not always consistent, which can create confusion for teams. At times, messaging around workplace expectations has felt poorly calibrated to employee sentiment, including occasional comments related to compensation that were perceived as insensitive. Greater clarity, alignment, and care in how decisions and messaging are communicated—particularly during periods of change—would meaningfully improve morale and trust.

Explore other reviews about Datasite

5.0
21 Jan 2026
Recommend
CEO approval
Business outlook

Pros

I like the people here and the office is nice.

Cons

No wellness stipend is offered.

2.0
1 Jun 2026
Recommend
CEO approval
Business outlook

Pros

-Coworkers are great. -Training is good. -Customers are usually ok to work with.

Cons

Summary: As a PSS, you'll be expected to support several different products, many of which you will not touch often. It's difficult to be an expert covering so many products and features. They change and update features often, which is both good and bad for customers, but also makes it much more difficult for PSS. You handle really sensitive information (M&A), but are expected to assist multiple customers at once - this is a huge risk. Additional cons: -They implemented a AI agent and then fired several great employees, then increased the rest of the staffs expected workload. -They change ways of working often. -The knowledge base is often out of date. -There's almost always a backlog, but the clients work can be "urgent" - making some clients upset on wait time.

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