If you're investing remotely, especially for buy/hold, I highly recommend for the investor to spend some time in the cities that they are interested in

I highly recommend finding a financial broker, like Marcus Göhler, who packed my last deal.

Look at your competitors in your market to understand what you're competing against  3) if you're using Furnished Finder, understand that it's a lead gen funnel only and not an online booking site.

What tips and precautions can you provide In order to succeed in this project? 

Hey Jeremy, the best strategies for high cash flow will also be riskier.

There are many online marketplaces, including BP, where you can post your properties.Aside from selling by owner off the MLS, which offers the greatest flexibility to make a "deal" with an investor, generally it might be best to work with a seasoned investor friendly seller's agent that can guide you through the process and potentially find an investor.

I'm planning to have a separate bank account/accounts for my entire portfolio, just wondering if anyone has recommendations for software to use as someone who'll have buy-and-hold and will be working with a property manager?

The whole thing wreaks to high hell in my opinion.

As cap rates continue to decompress, rates stay high, and prices adjust downward, cash flow will come back. 

Does anyone have any recommendations on how to expedite this process or a recommendation regarding law firms and collections in Maryland?