Calendly FAQ

Have questions about working at Calendly? Read answers to frequently asked questions to help you make a choice before applying to a job or accepting a job offer.

Whether it's about compensation and benefits, culture and diversity, or you're curious to know more about the work environment, find out from employees what it's like to work at Calendly.

All answers shown come directly from Calendly Reviews and are not edited or altered.

27 English questions out of 27

9 September 2020

What is health insurance like at Calendly?

Pros

So many wonderful things about Calendly: Competitive pay and benefits. Solid health insurance, unlimited PTO, etc. Work from home stipend provided, as well as, other stipends and small rewards here and there. Management cares and listens. My direct manager is actively helping me achieve my goals and move down the path that works for me. Also very open to my feedback on processes and not afraid to be honest with me about my work. During COVID, culture has been tough to keep thriving and healthy but they are striving to keep everyone happy and continuously make improvements. Overall, everyone seems sincerely genuine and hard working. I have never been happier with my job. No work place is perfect but Calendly is very close.

Cons

Not to be that guy but... I can't think of any real cons.

Advice to Management

Keep going in this direction and actively listening to your employees.

Solid health insurance, unlimited PTO, etc. Work from home stipend provided, as well as, other stipends and small rewards here and there.

9 September 2020

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9 September 2020

Does Calendly offer unlimited holiday?

Pros

So many wonderful things about Calendly: Competitive pay and benefits. Solid health insurance, unlimited PTO, etc. Work from home stipend provided, as well as, other stipends and small rewards here and there. Management cares and listens. My direct manager is actively helping me achieve my goals and move down the path that works for me. Also very open to my feedback on processes and not afraid to be honest with me about my work. During COVID, culture has been tough to keep thriving and healthy but they are striving to keep everyone happy and continuously make improvements. Overall, everyone seems sincerely genuine and hard working. I have never been happier with my job. No work place is perfect but Calendly is very close.

Cons

Not to be that guy but... I can't think of any real cons.

Advice to Management

Keep going in this direction and actively listening to your employees.

Solid health insurance, unlimited PTO, etc. Work from home stipend provided, as well as, other stipends and small rewards here and there.

9 September 2020

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3 September 2019

Does Calendly offer healthcare cash plans?

Pros

Fantastic perks (unlimited snacks, drinks, breakfast and lunch one day a week, PTO, health benefits, commuter benefits), etc. Value work / life balance Co-workers are friendly, smart, welcoming, collaborative Awesome product that anyone would be proud to sell, work on, troubleshoot and it's constantly improving C-level is very accessible and open about vision and direction In my department, my manager is very clear on my goals and direction and I am on a path for growth within the company.

Cons

None that I have encountered yet!

Advice to Management

Keep doing what you're doing.

Fantastic perks (unlimited snacks, drinks, breakfast and lunch one day a week, PTO, health benefits, commuter benefits), etc.

3 September 2019

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17 March 2021

What is the retirement plan like at Calendly?

Pros

I recently started at Calendly and I can say that every single person I've met so far has been so nice, professional, and engaged/invested in learning more about me. This is the first job I've had in over 10 years where both my manager and her manager are female which is a breath of fresh air after being in quite a few male dominant companies. There is a level of transparency that I have not seen at my previous companies. We have a monthly company wide meeting where we discuss different topics and company updates. Our recent one was about D&I and how Calendly compares to other tech companies. While we still have work to do we are definitely leading the way and ahead of many other major tech companies that people usually look to first when thinking about D&I. They treat you like an adult. They trust their employees to get their work done in the way that works for them and at least on my team I don't feel like I'm being micromanaged at all. I have more freedom here than I did at my last company. Awesome perks that I think show a commitment to the start with human philosophy. Stipends to get your home office set up, vacation stipends, pick your own perk stipend, etc. The company is at the beginning of their growth curve and it is an exciting time to be apart of the team.

Cons

No 401k match right now which is a bit disappointing. I know it's something that is being kept in mind as the company continues to grow though. If you don't like change or need a lot of structure this might not be the company for you. It's a quickly growing company so sometimes priorities change or there are things that still need to be implemented from a process standpoint. I believe the leadership does a good job of communicating their plans and roadmap for growth though and seem to be very open to feedback.

Advice to Management

Continue to focus on hiring people that truly are a "culture add". With the expected growth it's important to make sure that we continue to add people that start with human and treat everyone with respect.

No 401k match right now which is a bit disappointing.

17 March 2021

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8 October 2019

Does Calendly offer relocation assistance?

Pros

- Great benefits package, with lots of options to tailor to you - Very supporting and inclusive culture - Engineers who really care about the product and want success for everyone - Leadership is very supportive and cares about the needs/wants of engineering

Cons

None so far, everything has been good.

Great benefits package, with lots of options to tailor to you

8 October 2019

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27 English questions out of 27