Although the variations above sound great, it takes more homework for a regular investor to wind through all of these options.  

It is a great website that offers a 7-day free trial to search property-specific information and owner information.

It seems like handymen and contractors are super busy so I don't know how to efficiently vet them without using too much of their time.I also don't really know how to know if the work will be quality, or if I'll be overpaying without trial and error or getting multiple bids.Thoughts on those topics?

You will need to operate your LLC's as a separate business otherwise you pierce your corporate veil and lose your asset protection (but have to keep paying for it especially since you probably didn't realize you had lost your protection).Otherwise, I'd have to say finding a good accountant and laywer is still trial and error / referral. 

Trial and error...and even then it may not be a permanent solution. 

Im glad I asked bc it seems there are many variations to this strategy.

In addition to that, they can audit your books and if they determine you should have been filing quarterly estimated taxes based on when those profits were realized, but did not, they will retroactively file them for you and assess penalties and interest on them.My CPA is a former auditor with the IRS who is now an enrolled agent.Her final recommendation for anyone doing anything like this would be to find a really good tax attorney with trial privileges in tax court because they will probably need them.You definitely should seek competent paid professional advice on any scheme like this.By the way, I agree with you 100% on the government and taxes and tax avoidance is legal, tax evasion is a felony.

In the paperwork that you executed which will include the trial program and final modification, there is definitely a part where you the borrower affirm or agree to maintain the property as your primary residence.

They are offering 30 days free trial for email marketing with 24 hrs customer support.

If in theory it is a 5,000 dollar risk, with a 10% chance of it actually going to trial and you losing your only looking at a 500 dollar cost here.