Everything should be pretty self explanatory in regards to filling it out.

When I purchased my property, I had read all the exciting developments in the works...indoor waterpark, shops, new hotels, restaurants, etc., but was severely disappointed when I went recently with my family. 

My son (age 24) however, is an independant contractor / self employed and is trying to buy a house. 

I looked into this at more than one occasion, because Milwaukee has such an old housing stock, everything is 60-120 years old.Most of the new apartments we see are 4 and 5 star developments with very high rents, this allows to offset the high cost of construction a little better.

Are you self-managing? 

I use a spreadsheet I developed to determine my entry costs, carrying costs, cash flow, tax write offs, appreciation and exit costs.

Should I play harder and get into land development?  

Oh man- welcome to self management.

I'd also suggest self-managing your first property to maximize cash flow and learn by doing for any future investments.

Start with books and self-education before considering any paid courses!