However, given that we’re both military and a couple other circumstances, we have a bit more capital than a typical young-20s couple to invest so are also looking to buy a multi family (ideally quad or tri-plex) property that we can do some light rehab on and start cash flowing.

Very much appreciated for your responses that shed light on my way forward with this issue. 

The liability is too many "sticks," all the balusters that create a very cluttered look, as well as obstructing half of the lower story windows.So first, let's replace all those sticks with a material that is less visually obtrusive, emulates the architecture, is far more updated and hip, and affordable.https://youtu.be/SPKgdEqnR3QYou could also do a slightly more designed baluster at the second-floor front-facing landings to celebrate those entries and add interest.Wrap approx. the bottom third (or 36" to the railing) of the second-floor posts with 1x to give them more visual weight, and create a very simple capital at the top.At the very base of the stairs (ground level), create two simple but very LARGE newel posts, and if at ALL possible, cap each with a very clean-lined light fixture.

It would be a commercial loan and we're at the point where they've said its a green light pending appraisal and estimated the cost at $300-400.

@Wayne Brooks hoping you are right maybe @Jerel Ehlert can shed some light on what you are stating and agree. 

I have wired many houses on my own (with permits pulled and passed) but when I decided to make this a legit business I had to do it all correct and use licensed people.RE license will save on the buy side and help get you in doors quicker. 

It seems like they haven't been there since oct 1st( no sounds/car/lights/ water shut off) .

We replaced all the floors with LVP, replaced every outlet, light switch, and light fixture (finding some serious fire hazards along the way).

@Victor Mondragon this BRRR is in a working class neighborhood, and we updated the key rooms, (kitchen, bathrooms)  Updated lighting and flooring. 

So make a habit of lighting up and looking at finished flat walls and eyeballing edges of work that seem well-finished to you.