This is so hard for me, as I've loved my time at Health Catalyst, but over the last several years things have really started going downhill. The big theme for my cons is that Health Catalyst doesn't seem to know what it wants to be. They've had major pivots every couple years, and the reorgs are seemingly endless. Leadership experience is lacking, especially in the commercial software space. The CEO and COO, who are making all the prioritization decisions, just seem to be making it up as they go to see what sticks. So many projects have been scrapped after spending millions and millions on unchecked projects. I don't believe the CEO or COO have a background in the healthcare space, and the founders have bailed now that they've made their money from the IPO. The C-suite organization is bizarre. For some reason everyone reports up through the COO (even the CTO). The CEO and COO are tight from prior business ventures, and the COO is running essentially unchecked. He is not being held accountable, and no one seems willing to question anything from him, as they've seen that those that do are swiftly removed from the company. The company avoids discussing bad news, so employees rarely get an opportunity to discuss what can be done to improve.
