Welch v HelveringSo if you put forth that you can deduct things faster under 162, 167, 168, etc., those are definitely standards you may be held to.Also keep in mind you may pay for a benefit you don't actually accelerate because it gets suspended.

Additionally, a larger property like this is valued based on the actual cash flow, not sales comps, so you have the ability to force appreciation faster with efficient management.Adding the a 5-10 unit may also increase the amount of time you spend getting you closer to the 'Real Estate Professional' status for tax purposes opening up room for offsetting some W-2 income on taxes.  

It's a struggle.In my business, I am inundated with shiny objects that promise to make my business run better, faster, produce more income, etc.

Have you looked at house hacking a small multifamily that's not so beat up?

You haven't shared all the numbers, but if that 2nd position note could be at 70% LTV and below and with a shorter say 12 month duration then it's comparatively low risk as opposed to 100% financing for a purchase.

You might not be able to beat that top earner if they have something you can’t achieve (ie lake front or better views), but knowing what amenities matter in your market is an essential step in determining what you need to provide. 

You will be at 12-14 percent and 2-3 points, but hopefully your experience means you know some tradespeople who can do the work.

Why depressing, dirty old, beat Daytona?   

The thing is I want to invest in real estate because it could help me pay off the tuition faster but it’ll slow down my wealth growth.

Ideally, I'd put more towards my principle faster if I have the cash.- Once I get 20% equity in the property, use another FHA loan to buy and live in another multi-family property then rent out both sides of my first duplex leading that to positive cash flow.- Repeat..Am I on the right track?