Pros
Its a job. Only really pros are possible remote work, unlimited PTO. There are nice people at Upland, but the lack of leadership, culture overrules that.
Cons
By far in my 15+ year career this is the worst acquisition I have ever been though and I have been through several. If you could draw up a list containing "worst missteps during an acquisition" I think Upland succeeds on every level. First off, this company's success is based on it acquiring 1 company every quarter. This is the model explained during the acquisition announcement. At best, this is an short term acquisition fueled company NOT a software company. There is no innovation here. There is no engineering here. There is also no leadership/direction here for the companies acquired (technical or otherwise). The model is acquire, strip the company by 50% and then do nothing while all the talented people who made the company what it is walk out of the door. Offer minimal communication during the entire process. Beyond the first 1-2 days after announcing acquisition, barely show up on site to offer leadership or guidance to the employees. Do not work here if you value an employee culture - there is none. Do not work here if you value innovation. There is none. To put it plainly, do not work here if you value being valued. There are many, many, (many) other companies that will treat you better than Upland. However, if you are looking for a job - it is a job. I really wish I could offer more positives than that - trust me I really tried to do so.