Words of Caution - Sales ClickUp Employee Review

1.0
Oct 11, 2023
Recommend
CEO approval
Business outlook

Pros

Some really good people and the TAM is huge. Always stuff to do and customers to talk to.

Cons

I’m normally not a fan of posting things on Glassdoor or putting stock in what’s written about a company. It’s normally from people that got fired, let go or had something happen within their specific team. But I’m posting this hoping it will save someone the trouble of coming here. A lot of us joined getting sold the dream about this company. The reality is that if you join as a sales rep, you’ll primarily be working a ton of small, transaction deals. The problem we are solving is generally fairly small and it’s difficult to find any significant business pain that any exec would care about. As a seller, you’ll be forced to spend most of your time trying to support customers or working for renewals and not getting comped for it. The irony of the ClickUp is that the tool is suppose to improve collaboration and productivity and yet this is the most inefficient and least collaborative company I’ve ever seen. Exec management constantly changes direction. We’re PLG and SMB focused one day then the next we want to go up-market. Then 2 weeks later it’s back to PLG. As a result, middle management is constantly changing directions as well and generally is overbearing. Likely because everyone is trying to justify their own existence as the company is constantly churning people. The company is way too focused on an IPO and cutting expenses at all cost. This is hurting the product, customer satisfaction and the ability to keep the top of funnel coming. Total lack of transparency within the company as well. They keep insisting no more layoffs will happen but I would be reluctant to believe that if you’re looking to join the company. Steer clear at all costs.

Explore other reviews about ClickUp

5.0
Jun 23, 2026
Recommend
CEO approval
Business outlook

Pros

Lots of opportunity to affect change. Solid product.

Cons

Typical industry problems, no unique cons.

2.0
Jun 18, 2026
Anonymous employee
Recommend
CEO approval
Business outlook

Pros

Some smart, ambitious people who you can learn a lot from.

Cons

This place is an unstable, toxic mess, and leadership is largely to blame. The C-suite is full of egos and seems to make goals and quotas up out of thin air, then cleans up the fallout from poor planning and overhiring with layoffs. There have been three company-wide mass layoffs in less than four years, and that doesn’t even include the many layoffs that have happened quietly behind closed doors. The toxicity at the top trickles down through the entire organization. VPs put pressure on middle management, who then pass that pressure on to ICs. The company can’t seem to keep leaders in place for more than six months, which creates constant chaos and confusion. Strategies are always changing, priorities shift every few months, and nothing ever sticks long enough to make a real impact. Promotions seem to be based more on politics, favoritism, and who can make the most noise than on actual performance. The same people get promoted year after year, and many of them seem underqualified for the titles they hold. If you’re good at self-promotion and have the right relationships, you’ll probably do fine. If you’re quietly doing great work, don’t expect the same recognition. HR keeps saying they’re working on improving the promotion process, but I haven’t seen much change. If you’re considering joining the GTM org (especially the operational side) I would think twice. The new leadership loves to talk about transformation, improvements, and exciting changes, but there’s usually very little follow through behind the messaging.

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