Pros
I ran into some issues with the infertility benefit where the uninsured, cash-price for some necessary medications was $4,500. Aetna charged us $12,000 (267% more than someone without insurance). I took the issue to HR and we fought them for months without success. I finally met with our CEO personally and explained the issue, and he enlisted our CPO, who in turn put Health Catalyst's insurance broker on the case. The issue was solved in a couple of weeks, and we ended up paying a few hundred out of pocket.
A few things I want to point out here.
1) An Infertility benefit is rare, but they stand behind it and will do what it takes to deliver on that benefit.
2) HR was immediately available and happy to help, and worked with us for a long time trying to solve the issue.
3) Our CEO (who runs a large company with many hundreds of employees) was willing to meet with me personally, listen carefully, and promptly engage valuable company time and resources to solve the problem of one employee.
There have been a couple instances of team members passing away, and leadership has reached out personally to the families and offered continued salary, benefits, and tuition assistance until they get back on their feet.
Yes, the benefits are world-class, but I place an even higher value on compassionate leadership. I know they've got my back.
Cons
From a technical perspective, there needs to be more emphasis and drive to scale horizontally rather than vertically. I believe there are some stacks/apps that do, but generally speaking there needs to be a broader initiative and drive to scale out rather than up.
I think there is some momentum building around that, but there will come a day where we'll have some significant growing pains if we don't start tackling the issue now.