I recently had the opportunity to send my first contract but a part of me was still hesitant to pull the trigger.

Ask me how I know ;)Aside from that continue to be a sponge and learn as much as you can... then pull the trigger! 

I can't see it passing an audit without triggering some sort of gift tax at least.  

@Brandon Pierpont All of the management software out there has some sort of "reoccurring" event triggers and in the last couple of years there was a software called Property Meld that came out but that was built more to create efficiencies in the typical work order process. 

Lower your price (lowering the price triggers automatic alerts and indicates that you are a motivated seller, it may also get your home into a different price bracket)4. 

Generally, the city code allows for up to a 12-inch lift without triggering issues with the historic preservation part of the code (because modern foundation have, among other things, mudsills, which end up being taller than old brick foundations).

Hey @Bart Esparza I am biased, but I think you should totally pull the trigger and move to Nashville.  

Could trigger him to lose that shelter if he is materially gaining from his own project.

Just pull the trigger. 

Banks don't like lending to LLC's you will need to go out to a private lender or buy in your name and transfer to the LLC but be careful of that as it could trigger due on sale clause.