Initially I worked in food service and on phpfreelancer. I spun that into consistent consulting work until a client offered a full time position (less than 15 people, no background checks).
As the years rolled by, I kept moving around. Eventually I tried at a large company(around 8 years ago) and nothing showed on the background check.
I do NOT recommend being upfront, unless there are no formal procedures in place and being honest actually helps. We are talking about your ability to feed and shelter yourself, so give up on the “honesty” thing. I have -never- been able to provide for myself after having been “honest”. [edit: after reading felonintexas let me update this. If someone point blank asks, tell them. Don’t volunteer this information. There is nothing to be gained]
Also, you are now an edge case. That means most advice doesn’t apply. This is both exciting and horribly anxiety driving at the same time. You will have to become comfortable blazing your own path and doing things others say is not possible.
Seriously, good luck. It is possible. It is amazing what you can do that everyone else thinks can’t be done.
A friend told me that the 2 important rules to surviving corporate environments is the following in no specific order.
1. Never lie to someone, and own what you did. Wordsmithing is a gray area but never lie, the reputation of not being truthful can follow you for decades.
2. Never volunteer information that isn't specifically asked for. This isn't a free pass to not provide critical info when your working on stuff like a project, but keep in mind that HR always can dig up info when they want to fire you or not offer you a job. Be honest and to the point, but don't volunteer info that can put you in a bad spot.
TLDR: if they don't ask, don't tell. But if they ask, be honest