From the books I read goal setting is one of the most important steps towards the path of investing, and life.As someone who plans to use leverage quite heavily I am curious as to why you are so against it.

Heavily consider.

I happen to have a good friend who is heavily (2 actually) involved in the Worcester REIA.

As a home owner I may not be able to continue without investing heavily in upgrading the place.

This is especially true in those areas that depend heavily on property tax for the tax base (no income tax states). 

Because of the scare fueled by ligitation attorneys over mold growth, insurance companies have had their underwriters scrutinizing these properties heavily since about 2000.

Also are there other factors that weigh in heavily on the rate ill have to pay?

It's not like you need to call 10,000 people.Fourth, big commercial properties are heavily marketed.

I'm also looking heavily into Laporte, I feel buy and holds in Duneland and rehabs in Laporte are my focus right now.

Depends heavily on the neighborhood, there are no general rule of thumbs that easily apply to the whole city