Calendly Reviews
55% would recommend to a friend
(128 total reviews)

Tope Awotona
67% approve of CEO
Found 128 of over 130 reviews
Updated 23 Nov 2023
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What people are saying about Calendly
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Top Review Highlights by Sentiment
Excerpts from user reviews, not authored by Glassdoor
- "My direct manager is actively helping me achieve my goals and move down the path that works for me." (in 7 reviews)
- 5.017 Oct 2023Customer Success ManagerCurrent Employee, more than 1 year
Pros
- The people: I have never worked with a group that is as smart, talented, and dedicated as this team. - Reasonable workload: Management has been intentional about not overloading CSMs with accounts, which provides us the bandwidth to give our customers the care and attention they deserve. - Compensation & Benefits: Salary is at market or above and there is the opportunity for quarterly bonuses; in addition to the bonuses, we are given annual stipends for travel and leisure. I have received a decent raise each year I have been here. I have never felt so taken care of by a company. They also support work/life balance by providing unlimited PTO (and it's encouraged to take time away!). - WFH: The ability to work remotely and be home with my elderly dogs is priceless to me. Just being able to WFH would be enough for me, but Calendly even provides every new employee with a $1,500 stipend to set up a home office, and then $125 a month for supporting the ongoing expenses of WFH.
Cons
The company is very much still in start-up mode, and changes are frequent and fast. As long as you have a positive outlook though and keep your focus on the customers, you will do well!
- 2.010 Nov 2023Anonymous EmployeeFormer Employee, more than 1 year
Pros
There used to be a strong culture and investment in people and career experiences. That changed this year when the company eliminated most of the People team. That led to a lot of people leaving due to the RIF and has continued with people self selecting out due to the significantly diminished culture, career growth, and financial growth opportunities. One saving grace was the ability to work remotely from anywhere in the US, but that’s changing now too.
Cons
Poor executive leadership primarily from CEO and CFO. The executive team has become an echo chamber of one another all cheering on each other’s poor leadership and short sighted decisions. The inexperience was previously tolerated when it felt like at least leaders were trying and receptive to feedback. Since the elimination of the People Leadership Team, there doesn’t seem to be anyone holding execs accountable. The organization feels rudderless and lacking the brain power and heart it used to have. When team members raise questions or challenge leaders, they are met with combative responses and lack of follow through.
5Calendly Response2w
We appreciate you expressing your concerns. We recognize the uncertainty caused by recent changes. We can assure you the executive team is working to address these concerns through reinforcing our commitment to employees, improving communication, and continuing to align our strategies with our core values. Thank you for your feedback.
- 4.023 Nov 2023Product SpecialistFormer Employee, less than 1 year
Pros
I will not lie, this job was a bit overwhelming. I was only there for 6 months and things didn't work out. On my end, not theirs. While the position was intense, with everything changing all of the time due to their evolution, I learned so much in such a short amount of time. If you really want to learn and get paid while doing it, this is your job. Great for anyone looking for a career change but make sure you're up for the challenge.
Cons
It could be overwhelming. This is a pro and con. I felt the training absolutely should have been longer than 3 weeks. I do believe they restructured that now. While the people on the Learning and Development side were exceptional, I personally just need more time. I often felt like a fish out of water.
- 5.012 Sept 2023Anonymous EmployeeCurrent Employee, more than 1 year
Pros
• Unlimited PTO (I don't use this enough and should) • 100% Work from home; office stipend when you start to get your office set up • Yearly Divvy funds to spend however you wish (vacations, dinners out, clothes) • Respectful employees/co-workers (I have yet to run into an egomaniacs) • Bonuses are paid quarterly, rather than one lump sum once a year (some people like the once a year lump sum but I like getting it quarterly). • Personally, I'm glad we got rid of most of DEI. I think it's an expense the company doesn't need to take on right now. The people in DEI will be to differ, of course, but every company could go without DEI and be just fine. It's a 'tick the box' role to show that you're just woke enough to not get called out.
Cons
• Although WFH is a Pro, it can also be a Con because it's hard to make true, meaningful connections with your co-workers when you only see each other in Zoom meetings. • Not sure if the stock equity is going to help me out financially (or, if it is, WHEN?) • Liberal comments can openly be said in Slack but don't you dare show that you're a conservative. Not surprising, of course. Just stinks that conservative values can't be openly stated without fear of being called into HR. Enough with the Pride and pronoun nonsense. When is Happy Straight Hetero Month?
6Calendly Response3mo
Thank you for taking the time to share your Calendly experience. I'm glad it's been a positive one! As the Internal Comms team has moved under my leadership, I'd love to learn more about how you feel we're not fostering an environment where everyone is free to speak freely. It's important to me that we create an inclusive workplace for all our employees. Please contact me directly (you know how to find me!). Jessica (CMO)
- 1.019 Sept 2023Product ManagerCurrent Employee, more than 3 years
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.
19Calendly Response3mo
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.
- 1.016 Nov 2023Product SpecialistCurrent Employee, more than 1 year
Pros
Working from home is the only pro that still remains.
Cons
- Overworked and underpaid - Leadership is not supportive - No advancement opportunities - No diversity in leadership - Poor communication about everything - Leadership lies and misleads frequently This company has gone from the best company I’ve ever worked for to the worst in the last 6-8 months. They are so focused on “going public” that they’ve lost sight of everything they once stood for. In the Customer Support department it is made very clear that you don’t really matter and the “START WITH HUMAN” core value doesn’t apply to us lowly servants. I along with many of my peers can’t leave here fast enough. I do not recommend!!!
4 - 1.015 Nov 2023Anonymous EmployeeCurrent Employee, more than 1 year
Pros
Remote first for now (an office is opening in SF, so it’s possible we won’t be able to claim a remote workforce).
Cons
I loved Calendly when I started 2 years ago… but almost all of the executive team has changed, benefits/perks have been reduced, DEI is no longer a function nor an area of interest, teams are operating at half of the previous staff due to several rounds of RIFs, an office is being opened in SF, very inexperienced leaders have been hired with little-to-know leadership experience…
- 1.08 Nov 2023Customer Support SpecialistFormer Employee, more than 3 yearsAtlanta, GA
Pros
Solid pay if you're not part of customer support. Decent benefits. Mostly good people with some exceptions.
Cons
Customer support is treated like a sweatshop. Micromanagement is over the top. Customer support leadership doesn't care about their employees and make it very clear that they don't, even going do far as to tell them they're "all replaceable". HR, as always, only cares about the company and not the employees. The benefits team is RARELY honest about what they really offer employees. The CEO is too busy flying around in his private jet to even know what's going on most of the time. Calendly, as an employer is NOT TO BE TRUSTED.
8Calendly Response2w
Thank you for sharing your feedback with us. We are disappointed to hear about your experience on the CS team, and we are committed to reviewing your concerns internally with leadership. We understand the importance of clear communication and supportive leadership, and we continue to foster a culture that reflects these values. If you're comfortable, we encourage you to reach out to hr@calendly.com to discuss your concerns in more detail. They are here to support you and help facilitate a positive working experience.
- 5.017 Oct 2023Anonymous EmployeeCurrent Employee
Pros
Calendly has been going through a pretty big cultural change over the past year. As we're dealing with the new reality of an economic slowdown Calendly has had a lot of new leadership come in to re-focus us on product innovation and put pressure on employees to be accountable for better outcomes. It's definitely causing a lot of turnover for the people that liked the old culture, but for people like me who want to focus on our customers and build a successful company I welcome all the change. It's a great product, really collaborative team and the pay and benefits are competitive/generous to other similar companies.
Cons
There's a ton of change right now and I hope our team can focus on the things that are important so that we can be super successful in the long term.
- 1.015 Nov 2023Product SpecialistFormer Employee, more than 1 year
Pros
Remote Cs leads/ team managers try their best to create fun activities for us quarterly with the minimum tools given. (We see your effort and appreciate it) Have had the chance to work with some amazing individuals Perks are offered annually A stepping stone into the SAAS space
Cons
Like any customer service role we are the bottom of the barrel. We don't get holidays off anymore, we don't all get to go to the annual retreats anymore (only 25% of the whole cs team and based on tenure), and we don't get wellness days. I don't think upper leadership understands or cares how tiring this is to be expected to work work work while everyone else gets breaks throughout the year. If you want a holiday off you have to use your own PTO which is not unlimited (at least for support they told us 3 weeks/15 days max ) like others praise in reviews. While they do pay us for holidays worked I don't think they understand that we are human and need a break to without having to use our PTO. We have to help billing, sales team, provide phone support now, and probably help the retention team next who knows but no pay raises are offered unless you get your next certificate in support to move to the next level. To get this promotion you have to exceed goals for 3 months straight in all kpi categories one missed the 3 months start over but if you finish the training for the next cert the harder tickets/chats start immediatly for you before the pay raise even kicks in. It genuinely feels like we are all running on treadmills and they keep raising the speed until we just can't anymore. So many people in support are applying for other jobs if it wasn't for the market the turn over would be insane. Our DEI groups were essentially made non existent with the last layoff and I don't think upper leadership even knows where it is going but they keep them all on the careers website to show face. While there is a clearer way to move up and get certs in your cs position there is no room to grow in other departments. Training methods were updated and it is genuinely terrible. Agents are now expected to be on chat before they even get to really learn the platform leading to unnecessary stress and inability to meet KPIs. They constantly ask for our feedback but nothing is ever really implemented and if you disagree with anything you are looked at as being negative instead of constructive. Like the upper leadership said in a meeting if you don't like where Calendly is heading then Calendly is not for you and it is time to look elsewhere.
4
Calendly Reviews FAQs
Calendly has an overall rating of 3.4 out of 5, based on over 130 reviews left anonymously by employees. 55% of employees would recommend working at Calendly to a friend and 54% have a positive outlook for the business. This rating has decreased by -19% over the last 12 months.
55% of Calendly employees would recommend working there to a friend based on Glassdoor reviews. Employees also rated Calendly 4.0 out of 5 for work life balance, 3.6 for culture and values and 3.1 for career opportunities.