This rental increase can be extremely disruptive to the repeat business that many homeowners rely on.Many Cape and Islands homeowners struggle economically due to the very seasonal nature of business here.

May need to be repainted over the years depending on how its painted (brush), baked enamel or powder coated.  

Naturally you like the higher rent this prospect offered, but I wonder if you should advertise the unit at a higher rent -- perhaps $1700 is below market -- and wait for a stronger tenant (without a dog and three teenage sons).

Everyone you meet at these naturally asks what you do, and when you tell them they all want to talk real estate.

And I would like to get commission on future deals between the 2 parties .What percentage is fair for me to ask gem the sellers side .What they want are distressed properties which they could buy that make sense to buy .If anyone here has a good sized amount of these types of properties maybe we can do business .But naturally I would like to know what is fair as far as my end .

Craigslist or your free local classifieds..with the title of "ATTENTION INVESTORS" or something along that nature to get some interested buyers. 

That's the nature of the world.30 years ago you probably would have been pretty sure that Playboy magazine and landline telephones would be relevant in 30 years.  20 years ago, you probably would have been pretty sure that physical maps would be relevant in 20 years.  10 years ago, you probably would have been pretty sure that DVD technology would have been relevant in 10 years.Things can change quickly, and if you only want to pursue ideas that will be relevant for 20-30 years, you're likely going to be disappointed.  

You can also even search for things like "handyman specials" or "investment properties"....things of that nature on your local classifieds. 

I understand your fear, I am shy by nature but I realized that in this business it requires talking.

So naturally, after briefing my superiors and getting the green light, I did it.