Does Calendly pay their employees well?

According to anonymously submitted Glassdoor reviews, Calendly employees rate their compensation and benefits as 3.7 out of 5. Find out more about salaries and benefits at Calendly. This rating has improved by 5% over the last 12 months.

How satisfied are employees working at Calendly?

41% of Calendly employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Calendly 3.8 out of 5 for work life balance, 2.9 for culture and values and 2.7 for career opportunities.

What are the top reviewed jobs at Calendly?

Product Specialist (22) , Software Engineer (16) , Customer Success Manager (10) , Account Executive (7) , Customer Support Specialist (7) , Product Manager (6) , Customer Success Manager (CSM) (3) , Marketing (3) , Senior Product Manager (3) , Senior Software Engineer (3) , Anonymous (2) , Customer Experience (2) , Engineer (2) , Manager (2) , Product Support Specialist (2)

What are the pros of working at Calendly according to real employee reviews?

"The benefits (outside of compensation) are great." ((in 28 reviews)); "Great people to work with" ((in 21 reviews)); "Good work/life balance (everyone is out the door by 4" ((in 19 reviews)); "My direct manager is actively helping me achieve my goals and move down the path that works for me." ((in 11 reviews)); "some amazing coworkers here!)" ((in 10 reviews))

What are the cons of working at Calendly according to real employee reviews?

"Nobody advances unless you are friends with someone in senior leadership and have the “right look”." ((in 20 reviews)); "The CEO has no real experience as a leader outside of his company." ((in 11 reviews)); "Frequent layoffs" ((in 7 reviews)); "The lead 1s are all internal, which helps but the lead's lead and the management above them are all external trying to shape the Calendly experience/culture into what they THINK it should be instead of what it was before they came." ((in 6 reviews)); "Lack of accountability from HR to the leadership team when reported" ((in 5 reviews))

What are employees saying about Calendly redundancies in 2026?

Explore Glassdoor’s employee reviews to understand what current and former employees are saying about Calendly redundancy and their outlook for job security at Calendly in 2026.

Calendly Reviews

3.0

41% would recommend to a friend

(215 total reviews)

Tope Awotona

33% approve of CEO

27% positive business outlook

Ratings by category

3.8

Work/Life balance

3.7

Compensation and benefits

3.6

Diversity and inclusion

2.9

Culture and values

2.7

Career opportunities

2.6

Senior management

Calendly has an employee rating of 3.0 out of 5 stars, based on 215 company reviews on Glassdoor which indicates that most employees have an average working experience there. The Calendly employee rating is 22% below average for employers within the Information Technology industry (3.9 stars).

Reviews by job title

215 reviews

4.0

12 Jun 2026

Great culture and competitive pay, but product direction uncertain

Anonymous employee

Recommend

CEO approval

Business outlook

Pros

There are a lot of great things about working for Calendly and they've come a long way with improving the culture. Compensation is very competitive, benefits are great, and fun company events and chances to connect with others virtually. Most people that work there are smart and great to work with.

Cons

The company is still trying to determine the best direction with the product. This can lead to uncertainty about future success.

Calendly Response

2w

Thank you for taking the time to share your experience! We appreciate you sharing such thoughtful feedback about your time at Calendly. It's genuinely nice to hear that the compensation, benefits, and the people you worked with stood out and that you've noticed the cultural progress we've been making. That kind of growth doesn't happen by accident, and it reflects a lot of effort from folks across the company. Your point about product direction and the uncertainty that can come with it is well taken, and we've passed that feedback along to the right leaders. Transparency around strategy matters, and your advice to management is something we'll make sure is heard. Thank you again for taking the time to share your perspective. — The Calendly People Team

4.0

6 Jun 2026

Good Company

Customer support specialist

Recommend

CEO approval

Business outlook

Pros

Good management good colleagues good benefits good career advancement opportunities good work schedule

Cons

N/A N/A N/A N/A N/A

Calendly Response

3w

Thank you for taking the time to share your experience at Calendly. It means a lot to hear that you're feeling supported by your manager, connected to your colleagues, and that the benefits and career growth opportunities are resonating with you. This is exactly the kind of experience we hope every person at Calendly has. We're glad it's showing up for you, and we'll keep working to make sure it does for others too. If you'd ever like to share more, your People Business Partner is always a great resource. — The Calendly People Team

5.0

25 May 2026

Great team, but intense startup environment

Customer service

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!

Calendly Response

1mo

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

Viewing 1 - 3 of 215 Reviews

Calendly

Calendly Reviews

Ratings by category

Reviews by job title

Great culture and competitive pay, but product direction uncertain

Good Company

Great team, but intense startup environment

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