Flipping homes that rises to the level of a trade or business is subject to ordinary income tax rates, and the flipped homes are treated as inventory, so that portion of your business can be considered a "dealer".Rental real estate is not, however.

If you get your systems in place and a jack of all trades manager on board you can do great. 

No unit or Townhouse Building there on shall be occupied and used except for single family residential purposes by the Owners, their tenants and social guests, and no trade or business shall be conducted therein, which impacts upon or involves the use of, the common areas"I don't see where it explicitly prohibits STRs, but don't want to get on the wrong foot with the HOA.

Your tax guy is probably confusing your real estate business with a trade or business on schedule C. 

At that point I usually buy them tools they needed to complete the job or something trade related. 

What i'm trying to ask is does it make sense to trade off 2-3 years of payments for 10-15 years of lower payments just to get rid of the bill or just use the entire money for my investments?.

Hello, I’m just starting to the Real Estate trade.

It is all a trade off.

In order to do so I think our best bet would be to network with current real estate investors, and offer our services to them and try to learn the trade. 

I always try to look before I leap and would love to learn a trick of the trade before I take the leap of faith.