Once I was an authorized user on their cards, I was easily approved for my own cards.

Companies like PolicyGenius do an excellent job selling personal lines coverage (property/casualty and life, mainly) more easily (and maybe more cheaply) than your local State Farm agent.

You are looking for something that is not easily duplicated. 

.), easily get cold feet, battle financing issues or sometimes just ghost you at closing.Selling a home to a tenant is probably the better path (lease option), but you really have to work with them every month and coach them to get them ready to buy the home, otherwise, 70% will not execute. 

So in 7 years they could easily still owe more than it’s worth.

(This is why most IRA accounts use the initial FBO "for the benefit of") That is why you can't easily get to the money and have to pay taxes upon withdrawing it.So, if you invested in real estate, and created some cash flow, the money MUST go back to the custodian and the IRA.  

As for the blinds popping out, it's a common occurrence that can be easily fixed in no time.

How important is it for me to be able to easily visit my target market? 

It just makes life easier - they shop a variety of insurers and are more easily able to compare apples to apples because they know how the various companies present coverages.

This issue is usually easily resolved when timed correctly.