1) You mentioned "ageism" so I assumed you were toward the older end of the typical range, but then you said you're in your early 20s? Yeah, no offense but you

1) You mentioned "ageism" so I assumed you were toward the older end of the typical range, but then you said you're in your early 20s? Yeah, no offense but you're basically a kid with no portfolio and no proven job history who dropped out of college, so you're probably not going to find a job that offers health/dental. And that's not "ageism" -- lots of the places you mentioned hire people in their late teens or early 20s -- that's just your inexperience. 2) Don't talk about how you spotted some system deficiency three levels above you and reported it. That's just going to creep people out. And that is NOT the sort of thing that makes a manager think you're Good Will Hunting and say "What's that genius doing in the call center cubicles? Get him an office and insurance right away!" Instead they are 100x more likely to say "Yes, drone, we're all well aware of that issue, get back on the phones." 3) You're cold-contacting SVPs at Dell? Spoofing contact whitelists to get through their phone systems? Yeah, this isn't "War Games," so you're about 1000x more likely to anger somebody than you are to impress them with your skillz. There are the "normal" channels of getting a job (the HR application route) and the "usual" channels (having a friend at the company get you hired)... but anything else (walking into an SVP's suite) is really, really unlikely to help. I mean this well -- twenty years ago, I was a college freshman dropout with no portfolio, no connections, and a rural drawl -- so you CAN succeed. But I had some rough years and I had to put in my dues as an entry-level help desk grunt before rising up as a sysadmin. * Get some sort of stable job and don't quit it until a year has gone by AND you have a signed offer letter in hand for a provably better job. * Don't give up on Medicaid! In most states and most scenarios, you're MUCH more likely to get decent subsidized ACA healthcare than you are to find a job that gives you insurance within 90 days, let alone 30 days. But you gotta do the research and the legwork.