But as a first-time buyer, there are so many things in the process I am just not familiar with, including how to structure the offer, being able to view listings on Costar, doing due diligence, etc.

The place certainly puts on a good face with their website.I would be a bit wary of the fee structure.  

It's really just a question of how you want your debt structured: In a HELOC or in a mortgage?

I'm giving my 2 cents here as a former Cooperate manufacturing Project manager gone Property Manager:I think the pay structure you have currently is an awesome start! 

An 1890 three-family with visual structural issues to a novice usually will translate into much more capital expenditures over time.

I own a home and would like to brrrr it,  but i need advice on structuring the loan. 

Deciding on a market is based on your portfolio structure, goals, and how your lifestyle can manage those assets.  

One strategy that has consistently brought me success is seller carry financing and creative deal structuring.

(There's obviously paperwork and structure and closings, but that's the gist.)Also, it doesn't have to be either/or.

I'm not an attorney or tax professional, it's always best to chat with your attorney about business structure and strategy.