For example I have managed 13,000 vehicles in fleets and millions of dollars in other assets.

I suggest you not go 30  years with a note going to an estate, your high school buddy may very well look you up with an unpleasant attitude messing up his parent's estate in their elder years, but check with an attorney familiar with estate requirements.......you can also address such issues with a conditional demand feature, if this happens then they can demand full payment in 6 months for example.

For example, you set up key word alerts. http://www.biggerpockets.com/alerts

They seem to look at the house as a whole rather than any particular finish, for example, granite counter tops won't distract them from seeing all the poorly installed tiling and paint sloped on windows.

I notice on the BP Rental Property Calculator there is a field for "Other Monthly Income" and the question mark icon gives "extra storage" as a possible example of such other income...I have a 3BR / 2.5BA Townhouse for rent @ approximately 1600SF with an 800SF partially finished basement.

For example maybe go by Kale for short.

if you start young you will be incredibly wealthy at a young age as long as you can stay disciplined, @Chad Nagel is a great example of that. im pretty sure you have to be 18 to Own Real Property in Wisconsin, but you may be able to form business entity and it buys the real estate on your behalf, Best of Luck, and dont hesitate to reach out.   

Example: I invest 100k into a property to purchase.

For example, under the "Entry" heading on my lease agreement, it states the following: "Tenant shall make Premises available to Landlord for the purpose of entering to make necessary or agreed repairs...., or to show Premises to prospective or actual purchasers, tenants, mortgagees, lenders, appraisers, or contractors." 

For example if the roof on your rehab costs $10,000 to replace but the roof is 15 years old they will likely give you substantially less than $10,000 in a payout if you have ACV but will give you $10,000 with RCV assuming its a covered loss and you met the coinsurance requirements.