Your living expenses get rolled into the investment, which can offset the expense (you're paying $1300 in rent each month--including that in your calculations for either a duplex or a home with an adu may make the investment numbers work better)I would strongly encourage you to spend a lot of time figuring out how to make a house hack work for you guys.

Now is not the time to “test the market” with an ambitious price to “see what happens.”

Anybody can call themselves a General Contractor with no testing.Some municipalities have specific licenses which require little to no testing.

If you use any of the major mailhouse services, like Yellow Letter HQ (a service I can personally vouch for), they offer a variety of templates and even provide text suggestions.A smart way to analyze this strategy is by observing people in your local market who use mailers and identifying what works or doesn’t work for them.The simplest and most effective way to test this approach is to pull a hyper-targeted list of distressed homeowners and run a small-budget mailer campaign.Hope this helps!

That would raise suspicion to me that they are not paying their appropriate taxes but I would check with your CPA about it.Using your money without consent, that is also a problem but that maybe part of something you signed.Frankly it isn't that much of a hassle once you get rolling.

Sold to tenant before having to pay capital gains tax (extended occupancy test due to military move).

The IRS uses material participation tests to determine if you are actively involved in an activity.

So, they are missing out of 200 dollars a month for at least 4 years (and maybe longer depending on where rates are when the PPP rolls off) so that is at least 9600 in opportunity cost by taking a slightly lower rate at the beginning. 

Right now my dream is that 60% bonus depreciation means: my investors get 60% of their start up investment right back as a rolling tax credit - usable from year one?

Not likely, you rolled into this like a new person would have. chances, are you spent years building up your network.