Rough times ahead - Product Manager Calendly Employee Review

1.0
Sep 19, 2023
Recommend
CEO approval
Business Outlook

Pros

- Competitive salary and benefits package - Opportunity to work on a product that is used by millions of people - Some talented and passionate colleagues

Cons

- Constant management turnover: I've had over 4 managers in my short time at Calendly, and I'm not the only one. Senior leadership has also had unprecedented turnover in the last 6 months. This makes it difficult to get any consistency or support in my role. -Toxic CEO: I've never experienced or heard more distrust and "bad experiences" about interacting with a CEO than I have at Calendly. This creates a negative work environment and makes it difficult to be motivated and engaged in my work. - Inexperienced CPO: The CEO recently hired a CPO who has never innovated or scaled a product like Calendly for a successful exit. This raises concerns about the company's future direction and ability to compete in the market. - Unaccountable engineering team: Engineering has the lowest accountability of any team I have worked with in tech. Commitments are constantly missed and nothing is done about it. This makes it difficult to deliver on product goals and deadlines.

avatar
Calendly Response
2y
Hey there, thanks for sharing your thoughts. While certain challenges exist in any company experiencing high growth, we're genuinely very excited about the future. We're pouring a lot into our product, our mission, and our fantastic team, and we’re looking forward to what’s to come for Team Calendly. If you're up for it, chatting with your manager or HRBP directly about the accountability frustrations and your overall feedback could be really helpful and also contribute to change - they're there to support you. Thanks for being open, and let's keep the conversation going as we move forward together.

Explore other reviews about Calendly

5.0
Jul 9, 2026
Recommend
CEO approval
Business Outlook

Pros

- From my experience, great team, attentive leadership, and focus on making things better for everyone. - I've genuinely enjoyed who I work with on a day to day basis - even with a fully remote culture. - Competitive pay, good benefits. - Legitimately a fun job.

Cons

- Every job has its ups and downs. But that being said I can genuinely say I've enjoyed my time here.

avatar
Calendly Response
2w
This genuinely made our day to read, thank you for sharing it! Hearing that the team, the leadership, and the day-to-day work have all been a positive experience means a lot, especially coming from someone living it in a fully remote environment. Strong connections across a distributed team don't happen by accident, and it's great to know that's coming through. Your advice to leadership, staying focused and giving engineers room to build is something we want to make sure stays front and center. That's exactly the kind of environment we're working to protect and build on. We'd love to keep that momentum going, and your People Business Partner is always a great sounding board if you ever want to share more. — The Calendly People Team
4.0
Jul 20, 2026
Recommend
CEO approval
Business Outlook

Pros

The team and the people that are there are some of the best.

Cons

Constant changing of priorities. Leadership never seems to know what they want.

avatar
Calendly Response
1w
We appreciate you sharing your feedback about your time at Calendly. Hearing that the people around you were a genuine highlight means a lot, that's not accidental, and it's something we want to keep being true as we grow. The flip side, feeling like priorities were shifting faster than clarity could follow, is feedback we don't want to brush past. We're passing it to the leaders who need to hear it. Doing the best work requires knowing where you're headed, and that's a standard worth holding ourselves to. — The Calendly People Team
See reviews by: Helpful|Rating|Date|All