And Zack, I was leaning towards the FHA with the lower down payment.

Could I use rental income from the multi-unit, and future rental income from my SFH to lower my DTI?

We have just started our 4th Season in business and we currently teach and inspire about 250 students, although over the first three years up to this point we have had the pleasure of working with over 500 students during that time frame.

Should I try to enter a different type of market (lower cash flow, higher appreciation potential?)

I believe that the HELOC has significantly lower closing costs that a full refinance with many lenders.

Are you deliberately buying negatively cash flowing property in in order to try and lower your taxable income? 

I wouldn't want to tie up 200K long though, and I would just end up flipping, so that why I feel like all cash is better unless the down payment is lower.

If prices soften and interest rates rise, your payment on the same asset could conceivably be higher even at a lower price.

I had a conversation with him about wanting to be aggressive with submitting lower offers, and in doing so, buy more properties.

Hi I am looking at a home in a flooded area that is selling for asking price 150k (can probably go a tad lower)  tax appraised value was around 300kish ( I know since it has been flooded the value is more like 80% of that number).I have about 50-60k and will get the rest for purchase and repairs from family.I really do not know how much repairs would cost but It can get pricey I am sure .