Then I try to determine what would make my confidence stronger in what I do know, and for me, it would be if I knew that I knew enough to get started.

Real Estate will sharpen your instincts and make you stronger but you definitely have to stick with it.

Certain deals/funds will have stronger cashflow vs others are stronger upside.

and I DON'T think that you automatically have 'analysis paralysis' if you spend some time getting yourself into a stronger financial position, researching, or both. 

It's my personal opinion that meeting somewhere that isn't classically considered as a vacation destination would give you a stronger case in arguing for a business deduction (with online being the most straightforward).

One of which is that, in some jurisdictions, having the utilities in their name gives them a stronger argument should you find yourself in a squatter situation.

If I were you, I'd focus on commecial assets (5+ unit multifamily) and possibly partner or JV with someone who is stronger on paper to outweigh some of your weaknesses.If you were targeting residential properties, you can also get a co-signer who can help get you over some of the barriers you face.

And Detroit has been historically stronger than Ohio from a cash flow perspective.

Let's keep the momentum going and build even stronger connections in the months ahead!

But your overall returns with appreciation and principal paydown make that even stronger of a return.