(At that rate, you'll see pretty healthy cash flows).

The key is leaking money out of your IRA (QRPs) slowly so your AGI stays under 340k married filed jointly. 

Adding you as owner occupied coborrower probably not going to make sense.Mark the contract as investment and be joint tenants.

I would suggest checking out a few different brokerages to find the most competitive rates and transfer any individual or joint taxable accounts over to that brokerage.

Create an LLC, do a joint tenant venture, what type of lending we need etc.

If there's a joint meter issue, just bump the rental rate up a little.

Joint venture with a partner and leveraged another house as the down payment so we only had to pay closing costs out of pocket

If you want to remove the shed, you can probably get a mini excavator in there to just pull up the busted pieces since I see a control joint at the front of the driveway/carport area.

will we get better terms if we both apply as joint?

You will be compensated solely for putting up your capital into the deal.Either way & for the most part, the property has to be purchased & improved to make a healthy return on your investment.