Rough times ahead - Product Manager Calendly Employee Review

1.0
19 Sept 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.

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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
25 May 2026
Recommend
CEO approval
Business outlook

Pros

You have all the resources needed to assist users!

Cons

Calendly is growing fast, which means continuous changes and a fast-paced environment, which will require you to keep up with new information. Since Customer Service provides vital assistance to the users 24/7, the Support team receives less perks!

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Calendly Response
6d
Thank you for taking the time to share your experience at Calendly. It's genuinely great to hear that you felt well-equipped to support our users, having the right resources to deliver excellent customer experiences is something we care deeply about, and it means a lot to know that came through in your day-to-day work. We also hear your note about the pace of change and the experience of the Support team. Feedback like this helps us think about how we continue to invest in the people who are showing up for our users around the clock, and we'll make sure it reaches the right leaders. We're committed to listening, learning, and making Calendly a place where people can do their best work. The Calendly People Team
2.0
20 May 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Good people to be found, fully remote

Cons

Culture plummeted in my last year or two, and there was never any direction for me or my peers to feel like we had the tools we needed to grow. Priorities were in the wrong place and I no longer felt valued, just simply a number on a roster. My manager also would go from micromanaging to days-long silence, neither of which made for a productive work environment.

2
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Calendly Response
6d
Thanks for being candid about your experience with Calendly. What you've described is feedback we take seriously. The themes you've raised around culture, growth opportunities, and how leadership changes affect the people who've invested in this company will be shared with the appropriate leaders. Everyone who contributes to building Calendly deserves to feel like their work matters. We're committed to listening, learning, and making Calendly a place where people can do their best work. The Calendly People Team
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