I would like to speak with local investors, real estate agents, property managers, lenders, etc. from the area.

Once the time is right, with enough research, I would jump into a market (hopefully local if affordable) and get started.

Hoping to connect with fellow Canadians that have invested in Detroit and start making local connections too! 

You will need their advice on your state & local laws to properly proceed.

Start networking with local agents and investors for insights, and talk to a lender to get pre-approved to understand your budget.

Stairs are the only way to get in, no grab rails in the bathroom, ramps that are too steep, etc.From what I've read, all commercial businesses/buildings (including ones before the ADA was passed) have to comply with the rules, unless it would be outrageously tough to fix (like installing an elevator in an already built building).Are all these local business just not complying and taking the risk, or am I missing something? 

Just be sure to check local regulations because some spots are cracking down on STRs.

Aloha Sino, id recommend a lender in your local area of Texas.

That said, I highly recommend speaking with a local professional in the DFW area to get insights tailored to your specific goals.

Finding an engineer that's highly regarded locally can help slipstream your efforts.