Many lenders have investment property experience requirements, meaning the borrower needs to document owning an investment property currently or previously..

I'm looking for advice on whether if it's worth it to invest on a triplex with all 3 units delinquent for over a year and owe more that $30K to the current owner.

I also currently use Homes by Huffman, Chadd, and he is good.

I am an out of state investor currently and currently own a number of properties in CA and TX.

The Father works in construction project management consulting and can make about $5000 per month over the course of a year; however, it is cyclical and currently does not have a contract.

We've replaced 5 water heaters in a single year, had plumbing stoppages that resulted in 3-5k worth of work, and even had to replace 1/3 of the pier and beam foundation in the house we're currently living in.

Currently I charge him $600 a month.

What you are asking is something that will assure that you stay in analysis paralysis crunching numbers that you don't even know to be true, current, or likely to continue.

I am buying a 20 Just east of Butte currently and access is the primary thing I look at. 

You should only have to change when your current software has a flaw or lacking feature that is causing you to spend too much work on a work-around.