Perhaps there are consultants that can help me identify the market that fits my goals, identify target properties and offer prices, and underwrite and help during the acquisition, and I'm curious if such support exists? 

So if I buy the tax deed, the only way to obtain legal rights to the lease and revenue of the billboard is to  go through the full ejectment and quiet title process?

@Mitch MoctezumaEach situation is different so consult with your CPA who would be able to give you the best advice.

What criteria do you look for, and where do you obtain that data?

I was planning on obtaining an FHA loan to lower my initial investment.

Hello Bigger Pocket users, Thanks for taking the time to engage in my post!Last year I purchased my first property, a semi-detached duplex in North Toronto. I personally renovated the property and began renting it out...

Consult with your township's zoning officer and your attorney for reliable advice.

Since there is no custodial requirement for the 401k, you don't need the additional expense and administration of an LLC to obtain checkbook control.

The occupancy issue would require obtaining leases to the lender's satisfaction (basically "Intent to Lease" by future tenants). 

Also, having 1 contact point leads to less confusion and potential gaps in coverage3) Do what you're already doing, look here on BP and connect with some of the names you see consistently on threads4) Pricing will all depend on the amounts of the coverage you obtain, the location of the property, and a few other factors.5) on your #2, if the roof is over 15 years old, MAKE 100% sure you know how that coverage works.