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Upland Software

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Awful place to work - Anonymous employee Upland Software Employee Review

1.0
Aug 26, 2016
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

The office has a lovely view & free parking. I guess that's something.

Cons

Good Ol' boy network wherein they keep the profits and freeze out the regular employees. Terrible morale. No advancement. A complete mess of recently acquired companies that have no central theme or unity. This place is held together with scotch tape. I can't even sell my stock because its dropped so much it would cost more to sell than it is worth. Raises are a complete joke. HR hides in her office, ignores questions & emails. Last year, a mid level employee had had enough and just threw up his hands, walked out in a huff & never came back. Wish I'd done that too.

Explore other reviews about Upland Software

5.0
Aug 19, 2025
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Great remote first mentality. Great supportive people. True common sense, unlimited PTO. Good culture.

Cons

Salary & Benefits are likely lower than at other companies for similar roles.

1.0
Jul 7, 2026
Recommend
CEO approval
Business Outlook

Pros

* Strong brand recognition. * Good library of marketing content. * Consistent webinars and events. * Broad product portfolio. * Solid marketing technology and automation. * Good support for sales campaigns. * Established customer base. * Strong SEO for many products.

Cons

The people are exceptional. The SDRs, Team Leads, SDR Managers, Directors, Marketing team, AEs, and Sales Leadership are some of the smartest and hardest-working professionals I’ve worked with. Operationally, Upland runs like an elite SaaS organization with strong processes, disciplined execution, and a culture of continuous improvement. The problem, in my experience, isn’t the people or the process. It’s the product portfolio. There comes a point where no amount of coaching, AI, lead generation, account targeting, messaging optimization, or activity increases can compensate for a product that struggles to consistently win in the market. When close rates remain stubbornly low, the organization naturally searches for another optimization or process improvement, but sometimes the biggest constraint isn’t execution. I’ve seen less experienced teams with average processes produce dramatically better results simply because they were selling products customers were eager to buy. That’s a difficult reality for any company to confront, but it’s one that shouldn’t be ignored.

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