Pros: If there was a 2.5, that would have been my rating, but I figured I'd be nice because it wasn't totally terrible. * The base salary is competitive and the bonus structure is good. * Benefits are very good (quarterly wellness stipend, WeWork membership, 401K match fully vested, lots of swag, almost too much). * Reasonable work-life balance if you are not on-call (which for the monolith, is only 2-3 times a year). * The vast majority of the ICs and line managers are really good people. I made some great connections in the relatively short time I was there.

Cons: Morale is low; I mean, it feels like defeat. There is a general absence of engineering culture. It was bizarre. I read an earlier review about Calendly being a "strange place," and it definitely is. There are many groups that operate in basically silos, where workloads are vastly different (too much in some, too little in others). The communication between groups is crap. By communication, I mean sharing how they are building things, asking opinions about design/architecture, etc. There is a disproportionate emphasis put on the new product features that are a small subset of users. It still has questionable product-market fit, so it's not even clear if all this work ends up helping. Yet, they seem to freak out when there are bugs or incidents affecting that part of the product. They use Agile, but not really. It's Waterfall mashed into Agile, which doesn't work. Might as well just make a task board; you're not iterating. It feels like the exec team have their heads in the sand. Turnover is high. For how reasonable the work-life balance is, it's surprising it is that high. But this is because the morale is in the toilet and the direction of the company is... who knows.

Pros: Cost of living raises, $1000 travel benefit.

Cons: Inept management, poor communication as a rule. Management seems to go out of their way to prevent collaboration and teamwork. Not open to new ideas, with no accountability from management.

Pros: The majority of teammates were good. The paycheck was received on time.

Cons: This company operates in a way that’s hard to define as typical for an organization. As an engineer, you might spend six months or more building a feature that will eventually be released to just 5% of users, only to be left in limbo afterward. There’s also minimal focus on prioritizing or allocating time to address technical debt. Throughout the process, priorities are often shifted, with decisions driven more by the leadership team’s fluctuating preferences than by data or user research. Once a project is completed, leadership tends to express frustration over timelines, without recognizing that the delays were a direct result of their own decisions or lack of clear direction. This would be more manageable if it seemed leadership had the competence to effectively guide the organization. They need to trust the people they hire to do the jobs they were brought on to do. There was a time when this company was a great place to work, but that was over two years ago. While the tech industry as a whole faces challenges, joining Calendly now would be akin to catching a falling knife. The product has managed to stay afloat and even thrive for years despite the leadership, but now the market has caught up with it. If you’re a user, consider switching to one of the many other alternatives. If you’re a prospective engineer, look elsewhere—somewhere that values individual contributors and engineering in general.