I do foresee it being a challenge especially for a newbie like myself but I welcome it and looking forward to learning along the road.

If it were mine I (MIGHT) spray it white, and put shutters on it and add windows in place of the boarded up openings.As well as add a see through commercial style door on both ends of the hallway (rape and other attack prevention) if the area called for it.Cement a few park style BBQ's into the ground on each side (split them up to prevent tenants arguing) and park style trash cans chained to the ground (with lawn personnel responsible for changing out the bags).A repave and paint of the lot (might be a lender requirement).A commercial awning with WELCOME on it (in a bad neighborhood not everyplace seems welcome).The building name and address (easy for Police and visitors to read from the road).Some leasing signs and good look at the roof regarding replacement (for leaks) because the building looks neglected.Good bright lighting (up high on the building) around the building and parking lot at night, and no bushes (hiding places for attackers).I said (MIGHT) above, because I'd need to take a drive around the area and see the competition, to decide what I wanted to offer to make the building competitive without overspending.Also, I'd do that drive and crunch the numbers on it before being locked into a purchase contract for it, because it might be a pass instead of a buy. 

If you've been to the area before, you know that a number of the cabins require climbing some steep roads to get to the cabin.

Assume ($150,000) in rock roads/parking, electric, security system and fences.  150 is really light, we have 100 on a square 2 acres. 

Hi,I have hit a road block to pulling the trigger on my first BRRRR.

They probably live on the road 8+ months out of the year.Problem is that the only place I have available for them just has a full and twin bed. 

I'm not sure I am fully following the 2nd part of your questions but if I am, I would think a few hundred dollars for an inspections is way better off in the long-run then pulling the trigger on a property to find out your SOW is way short down the road....

These would all be house hacks and i see them as a way of getting myself into an area i could not afford on my own income, as well as the opportunity to move out years down the road and cash flow.However the areas of Carthay/Cresecent heights/miracle mile triplex/duplex properties have caught my eye and most of them are in the 1.5mm+ range.

We've moved forward from that and now see a relatively clear road to our goal.

However, I feel that if I did that then most of my leverage and capital would be locked into that condo and It would be difficult to buy anything else down the road.