House hacking and multi-family properties are great ways to start in real estate!

I’m starting a wholesaling company based in Wyoming and interested in operating in Texas and Florida as a start.

Since you're open to markets beyond NYC, you might want to connect with local investor meetups or REI groups in those areas to build relationships with agents, wholesalers, and lenders who understand the nuances of each market.If you're looking to break out of analysis paralysis, maybe start by narrowing down one or two target markets and running numbers on actual deals.

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To start out, I'm finding renters on my own and am not renting through AirBnb or VBRO.

I'll start with the largest learning curve. 

So, if you start with a duplex, your next purchase could be a triplex or fourplex.

The ratio of each starts higher with interest expense in the first month and then higher with principal in the last month. 

When I first started out, I was insuring everything with USAA.

I wish I started when I was as young as you.