.- Tenants generally will be less inclined to try any funny business because they know you are right next door (or above/below them)- It's more conducive for learning as you go.- More favorable loan and insurance terms for an owner occupied property.There are also downsides such as:- Less privacy- Blurring of the landlord vs neighbor relationship- Can be harder to be the "bad guy" on things because you see your tenants often.

in my opinion, I would give her a dollar amount and tell her whatever place she wants is her business. if she wants to kick in an extra $20, her business. also suggest she try to get compensation from renters insurance, and you can supplement any difference, up to a certain amount if you feel inclined.

I say all this to ask my real question: How the hell do I present this professionally to a person or institution so they can feel reasonably inclined to take a chance on me and the deals?

I never was inclined to pursue wholesaling but was intrigued by how much it is discussed.

(Presuming that you're still within your due diligence period).If you're getting a killer deal that you don't want to walk away from, I'd be inclined to go with the @Nathan G. solution and talk with a couple of contractors.FWIW, I never want to seller to make the repairs. 

I’m fairly new to RE, but it makes more sense to me that you’d keep using cash flow to pay the mortgage and start banking as much free cash as you can so that when the market cycles down, you can buy more properties :) if you are so inclined.

Which means she’d be more inclined to advise the seller to pick me since she’d get the whole commission.

The way I look at it, is if I was in an area where I saw more growth and appreciation happening, I would be more inclined to bank on the possible rent increases.

use an LLC for commercial, whereas you can't with residential.If you can find a deal that pencils out with 4 units and another one that pencils out with 6 units, I would be more inclined to start with the 4.

I would be inclined to look into Hammond (need to pick and choose the neighborhoods in both Hammond and E.