Does anyone have advice on how to navigate the insurance claim to maximize payout?

Hello BPeeps, Im having a bit of trouble thinking of a solution here. My father has had his house for about 23 years now. He has refinanced it once about 10 years ago maybe. He owes around 150k for it and his monthly ...

Then save that money for an FHA for a second fourplex!

Have 35k saved so far.  

Then, I'm not sure if I want to go the safer route and save for another rental (from the income of my full-time job and the 1st rental) or finance the 2nd rental (and have two rentals and my income pay it off).

Then, I'm not sure if I want to go the safer route and save for another rental (from the income of my full-time job and the 1st rental) or finance the 2nd rental (and have two rentals and my income pay it off).

I’ve never been in a multiple offer situation and am not sure how to maximize the profits.

Estimating we would need $20K to $30K for a $200K - $300K property.ORShould we keep this SFR home paid off to maximize its cash flow and use other sources of financing (personal savings or piggy back a home equity loan on a conventional 30 year mortgage loan) to finance the down payment on the new investment? 

Is your goal to add a stream of income or replace a full time 9-5 gig, to save a certain amount of money, retire early, etc.  

Writing of 2 home offices (or 4 possibly, in your case) would be a huge red flag for the IRS for the benefit of a few dollars in tax savings.