Pros
As with most places, the people are good. Benefits are fair - including paid parental leave. FSA, HSA, DCRA etc. Decent training and development. DevDays for engineers with decent speakers, and programs.
Cons
If you're reading this as an acquisition - start looking for jobs. WellSky is owned by several private equity firms, and the ONLY thing that matters is efficiency and dollars. Health outcomes and client success are not a priority. Business unit town halls, and company-wide town halls are primarily focused on EBITDA, budget, and whatever other accounting terms we had to listen to. The company direction is to take over the whole post-acute sector, and then presumably the private equity firms will exit, sell to new owners and get their fat payouts, while having laid-off employees, cut corners, suppressed wages, and lost clients. There's a new acquisition every few months, including one that cost $2 Billion. However, they can't find the funds to hire additional staff, or pay fairly, while projects get stranded and delayed in the pipeline, due to lack of resources, large backlog. As an acquired employee, I had multiple managers in the last few years since acquisition (all but one have left the company). The majority of projects I worked on became corporate initiatives from on high, that yielded no real value to end-users, but were just part of trying to get all the new acquisitions into "One WellSky". One project took several quarters and had near zero utilization from users. Other highlights: Promotion raises capped at 5%, regardless of extent of promotion. No bonuses. Annual raises are merit only, no cost of living adjustment. Pushed to donate to the "WellSky foundation", previously led by an executive's wife. Your donations would literally pay her salary. I assume the actual purpose of the foundation is for some tax write-off. Closed down offices to cut costs, but building a massive new building in Kansas, purpose unclear. Lots of good old boy nepotism. Friends of execs get posted to cushy positions with high margin, make poor decisions and get moved to some newly created position. The left hand doesn't talk to the right (and doesn't want to), lots of territorial politics from acquired companies, power-grabbing from HQ units - eg marketing.