u/SteelSpine444

I know this question has been asked a million times, but I need to quit and i need some guidance. I’ve tried quitting about 6 times and have tried tapering down and combining boats of vitamin c and magnesium but it never does anything

I’m in the US, and i dont have healthcare, my employer offers it but the plans are too much for me. Ive gone down the more natural rabbit holes of vitamin maxxing but it hasnt helped at all.

I’ve been taking about (10) 15mg chewable tablets a day for about 6 months

I dint mind paying out of pocket for any type of patch or pill I just dont know where to start

I work on the brand marketing team at a big Fortune 500. Not a tech-facing role at all. But my entire life I’ve been a hobbyist programmer with a mild (okay, not mild) obsession with infosec, networking, and privacy/opsec.

A while back one of the IT guys I’m friendly with pulled me aside and told me I’ve been flagged by the security team as the “riskiest employee.” I was genuinely shocked. I don’t do anything sketchy. The nature of my job just means I talk to a lot of external people, download massive files, and generate/process hundreds of reports every week.

Because of that flag, every single request I submit now gets treated like I’m asking for national security clearance. Last week I got denied access to a shared mailbox that I legitimately need for my job. I also suspect that because I’ve spent years thinking about this stuff, the way I word my requests comes across as “too savvy,” which only makes them more suspicious.

I’m in a fairly senior role, so they usually end up approving most things eventually… but the friction has become a massive annoyance. At this point I feel like a little psychological chess is fair game.

I want to keep them slightly on edge and guessing, while staying 100% compliant. No actual malice, no policy violations, nothing that could get me in real trouble. Just enough weirdness to make their threat models itch.

Stuff I’ve already thought about:

• Naming my personal devices (iPhone, laptop, etc.) something mildly suspicious
• Running WireGuard / other VPNs on my personal devices so the traffic patterns look interesting on corporate Wi-Fi

What else can I do? Looking for creative, low-risk, fully compliant ways to keep the security team mildly unsettled.
Hit me with your best ideas.