employer cover photo
employer logo
employer logo

Upland Software

Is this your company?

Strong talent but struggles to retain key employees - Senior Software Engineer Upland Software Employee Review

1.0
Jul 17, 2026
Recommend
CEO approval
Business Outlook

Pros

The company grows by acquiring smaller firms, so you get to work alongside talented, experienced people who came from those teams. While they stay, the technical level is genuinely strong. Until the get rid of them

Cons

After acquisitions, many of the strong original employees end up leaving, and skilled roles are sometimes filled with less experienced staff. Management (very low) could handle these transitions more carefully and retain talent better.

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.

1
See reviews by: Helpful|Rating|Date|All