Happy to talk further on the area (we are large enough to offer options to focus on student rentals/UW Madison campus, and anything from Class C to A locations or suburban/surrounding communities) but to help you consider broad initial search, you could start by deciding how important cash flow is. 

Given that info, I would think it makes most sense to quickly do a delayed financing to recoup most of the initial investment, or if I am wanting to get back some of the renovations and such, I should wait the 6 months and do a DSCR cashout. 

The article quotes: "The DHC regularly takes many months to initiate payments or approve rent increases and rarely responds to landlords’ messages."

The current use of the property as a two-family dwelling significantly impacts its value and marketability, which is distinct from single-family homes.The initial appraisal comparing your property to single-family homes is likely an oversight, as multifamily properties are evaluated differently due to factors like rental income potential and investor interest.

I can tell from your initial post, that your former co-workers (...you've really got to love saying that!...)

As consecutive Mac Conway Award Winners for Excellence recipients, Montgomery is well positioned through their "Imagine a Greater Montgomery" initiative to re-shape the city vision.

You can refinance into more traditional loans later, but that initial speed matters.

Keep in mind that any initial rehab costs are on you until you get your first draw.If you can get work done quickly, some lenders I’ve worked with can inspect the property the next day and wire funds the same or the following day.

This is assuming that you're not even talking to the listing agent initially (skipping them) and going directly to the owner as the buyer.Thoughts?

There are training sessions you can sign up for on the site, these are live with no recording of the sessions.