"A second question is if I finance the car purchase can I also deduct the business use portion of the interest charged on the loan?"

House hacking seems like the best strategy for me.My goal is to purchase a single-family home in Maryland, D.C, (from lurking I've heard D.C was terrible for investing) or Virginia with multiple rooms where I'm making monthly payments similar to what I pay in rent and other charges ($2000-$2500).

I have never been disappointed and have actually thought he pays an extreme amount of attention to my needs for the price he charges.

He charges 5k for info you can get from any realtor who is familiar with Section 8 housing or on Google.  

The only exception I use is when the property is a high-end unit.Informative title makes your property look like a cheap business but it is still way better than common titles like cute, adorable, cozy.If you are charging over 1k per night, I think it is better to give more high-end title like Stay with 30,000 trees, tingle your inner artist with lake front retreatJust my opinion :)

Then your best bet are probably community banks which have more flexibility (albeit worse terms) than larger banks and also worth looking into are DSCR lenders.

You have trusted contractors that are charging a fair price ? 

I would say for most people, the 1st position heloc is no a good bet, especially if you have a 1st mortgage rate of less than 5%.Using this strategy with a 2nd position heloc can be just as powerful, so you can have your cake and eat it too!

I just acquired one from a PM where they were charging a tenant a resident benefit package and a building protection plan.  

I can bet if inflation runs then Boston prices skyrocket, but I doubt Austin does.