- How can I️ maintain the most favorable position for a property loan in the future but continue to utilize equity ?

The 1st position mortgage probably has a better rate and a longer amortization schedule I would guess. 

I’m interested in generating passive income through rental properties but also interested in flipping houses from an investment position (I’m not handy at all) - perhaps down the road. 

thanks everyone for the replies.we think we could raise the rent by $70/week or 400/mo incrementally at that point the property will have positive cash flow, I did another walk through today and handed in an offer, asking price is 180, my offer was 160k with 10k being refunded at closing to cover all closing costs, it is only going to cost me $1,000 out of pocket to close on this property with an FHA loan and a down payment grant of 3.5%.

If I were in your position, I would get pre-approved with your preferred lender and start networking with agents.

I’m just trying to think of what would put me in the most advantageous position for moving forward.

And they were the site that broke the 2016/2017 venture capital funding drought, and raised an impressive $20 million.At the same time, most of the investor feedback on them was not positive with several said they would not use the company again.

As for my thought @Jordan Hamilton the South Florida market on a whole is probably getting near the seventh inning stretch to reference baseball.I only hold SFR and that is my thought, I hear the multi-family game has been fully priced for some time now.In the end, if one is buying to hold long-term and generate monthly cash flow then as long as the numbers work and it cash flows positive it might now matter as much.Be sure to work those numbers though: vacancies, maintenance, etc. 

Due to me not being able to enter a legally binding contract I don't think I can really start this until next year, but I want to put myself in a position to get an educated start out of the gate.

They have had free housing and are not in a position to leave at this time.