Getting bonded is dirt cheap, and if it weren’t for insurance costs I’d bet there’d be more contractors out there.you need good credit to get a bond that I think is a stumbling block to some in that industry. 

Does the billboard company have the right to terminate the lease if a structure is built that blocks the sign or decreases the visibility?

@Chad McIver This is a block off of Cherokee in South city.

Do you know of any zip codes, blocks, or streets that seem promising currently but are on the lower end for purchase price?

Also, I don't know the formation of your driveway and garages, but I have maximized my parking by actually blocking to garages with three cars parked perpendicularly and then renting the garages for storage.

It is a family friend and they are looking to sell, it needs a major rehab on the entire property but my wife likes the location(about a block from our pastor’s house) and in the school district she teaches in.

I’d put the stuff out on the curb, block his number, and re-rent the garage. 

Structurally which multi family would stand up the test of time the best with the least issues, brick, wood, concrete etc. ?

(I’m not saying this isn’t an issue because it looks like it could be) But for example a crack in a concrete slab that’s 60-70 years old isn’t necessarily a big deal.Same goes for minor plaster cracks and so on.

Indy can vary block to block and people will often tell you one are is up and coming because it happens to be a few blocks from an area that truly is up and coming.