I can help you with evaluating the current property market value if you need a Virginia REALTOR's® input.

The guys at Home Depot are the employees .

And evaluating the track record is a call that's made first by the taxpayer or their CPA, and ultimately by an IRS auditor (should one get involved). it is very true that the IRS cares about intent with respect to capital gains in real estate -- I've certainly seen cases where the statutory timelines were less important and the identified intent of the investor.with respect to determining whether you qualify as a developer or an investor, it's much more of a "forest" than the "trees"...so holding any given investment for 14 months prior to a flip is certainly no guarantee of receiving long-term capital gains treatment.I hope this helps.  

In either case, if you call the employee listed on her voucher or annual renewal notice, they're usually happy to run the numbers ahead of time and let you know exactly what will happen, though they obviously wont encourage you to raise the rent over the limit even if they wont actually reject the increase. 

You'll still need to personally guarantee the loan and you as the borrower will be evaluated, but the property will be titled to your LLC. many people do exactly what you mentioned and form the LLC right before starting the process, so there's no issue there.

He has indicated he has 40 employees that work for him, and he has multiple projects going on at one time.

To add to what others have said, a W9 (which is for contract workers like cleaners and handymen who are NOT your direct employees) gives you the vendor's EIN or SSN and their mailing address. 

If you qualify for a solo 401k (self employed with no w2 employees other than a spouse) you can take what's called a participant loan. 

I recommend you check it out when you're evaluating bookkeeping options. 

Every deal / property has to be evaluated on its own merits.