tl;dr: small tech companies run by completely non-technical people may not always be shit shows, but when they are shit shows, the shit can be pretty unbelievable.
This is an amazing phrase.
Not necessarily medical privacy.
Work at a hospital and in the orientation the first speech is given by the head of compliance who goes over what executives have gone to jail, why, and all the underlings that have been fired for seemingly innocuous HIPAA or PHI violations (looking at a friend's chart, posting on social media, etc).
The money sounds nice but OP could probably make the same at somewhere more reputable with less a chance of feds walking in and taking everything.
It's much harder for the government to take back your $165k after you've spent it all. Sure they'll garnish your wages but they'll do that either way so you may as well live a little in the meantime.
HIPAA Compliance Services are something for consultants to sell so business owners can sleep at night. It’s like Lisa’s magic rock on the Simpsons that keeps tigers away. Does it work? I don’t see any tigers around here do you?
I was basically told by the case manager, or whatever they call themselves, to fuck off.
¯\_(ツ)_/¯
Personally, I wouldn't stake my future on hoping the government doesn't notice what my hypothetical law-breaking company is doing. Or that my law-breaking unethical CEO won't lie and try to throw me under the bus if/when the company eventually gets caught.
I'll restate that I recommend OP talk to a knowledgeable lawyer to get an informed assessment of what kind of risks he/she is undertaking.
Google and find who has actually faced penalties from HIPAA violations and what those penalties were. How many serious fines/prison sentences have been handed down? Who was at fault? Were they random no-name startups?
IANAL, however, in all seriousness...
I think you should talk to a personal lawyer about your situation ASAP, especially now that you posted this publicly. HIPAA is not to be trifled with and now you've shared that you have knowledge of a breach. You've also provided enough detail in this post that (if found and traced back to you) could be used as proof that you were knowingly complicit in breaking the law.
You want to retire early? I would not be messing around in a company that skirts the law. All this work could be for naught. You are high enough up that you have a decent chance of getting caught in the inevitable downfall of this company.