So self insured or not, and corporate veil piercing or not, only 500k is coming from insurance.

I say that because after some research on division of corporations website both companies have the same address and registered agent name.

Also, if the Land is owned in a Corp or LLC it may be a problem to cover it though your Homeowners. 

Are there websites specifically for travel nurses and corporate housing (finance, technology companies, etc)?

San Francisco has a number of hospitals for travel nurses and other medical workers and probably corporate professionals who travel there.

This strategy is great, but it fluctuates depending on the time of year, you probably won't live for free because it is more challenging since you are only Airbnbing a small space or basement unit.4) MTR - this is a good in between style of creative strategies since you can furnish a place nicely that would rent out on Airbnb but you want a long-term high quality tenant like a travel nurse or corporate rental that stay for 2-3 months vs. under 30 days for most Airbnbs.Combining strategies is the best way to go, ideally, you would find a property with a separate entrance or walkout basement, live upstairs in the one of the bedrooms, rent out the other upstairs rooms and STR/MTR/LTR the bottom unit.

(WI taxes on my corporate income, concerns from my employers perspective, etc.)Scenario 1: Request my employer mark my work location as 'Remote'. 

My only concern is:  do you think its sort of pierces the corporate  veil though?

I beat a corporate cash offer by matching and adding $5k.

Looks like at least 24 major corporate headquarters there and lots of different industries (universities, government, Hospitals etc) I want to do a deep dive into Columbus but want to see what you all think about other Cities in Ohio like Cincinnati.