(Not a huge boost in income) What you are also getting, however, are tenants who have a nicer place to live.

As I've mentioned before, government agencies act in concert to influence operations.You have Dodd-Frank and the SAFE Act.

I potentially would have let wishful thinking influence me to underestimate these expenses.Obviously, it is best to estimate these expenses on a house-by-house basis.

Sell now, Pay the taxes, and use cash to boost investing? 

I would like to help some one  to boost his wealth in real estate out there in MO or KS though.

Your sell decision should be influenced by your personal situation/interest and tax reasons

If I buy a second home as an investment I can use the 2 year rental income to influence the Debt to Income ratio, but it has to be on tax returns for 2 years before it can be used. 

I also have a very flexible private financier available, and I am wondering when to use them to pay off mortgages strategically to refinance and further boost my credit by paying off large lump sums relatively quickly and easily?

As I am a student, my funds are limited so right now I'm focusing on eliminating consumer debt, boosting my credit score, and saving some money to invest. 

I am somebody who hit absolute 0, and within 2 years time jumped 5 years ahead of his peers with no support, insider influences or handouts having been involved.