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Upland Software

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Smoke and Mirrors - Anonymous employee Upland Software Employee Review

1.0
Feb 11, 2016
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

Great original employees from before Upland acquisitions. Flexible work hours to work remotely because management is just happy you haven't quit yet.

Cons

No leadership, no career advancement opportunities, lies and shadiness from management, taking industry leading companies with vision and remolding them into vanilla corporate yes-men that only care about the bottom line.

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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