I'd look up the definition of strange in this contest's fine print.

Then I'd brainstorm on all disabilities that quality as "weird", taking in mind what would be protected by ADA first and foremost. Because fear of being sued is what'll ultimately get someone to say yes.

Once I got all the weird ADA protected disabilities listed, I'd order them from cheapest to accommodate to most expensive to accommodate.

Finally I'd work my way down the list based on how feasible the disability is to fake. For example, if having a third arm were somehow top of my list, I'd move on to #2, because lying about having an extra arm is the kind of thing a manager would be likely to notice.

I'm not putting in any of this work for a theoretical 100k though, so this is the only answer you'll get from me for the time being.