Current mortgage is a VA loan and I don’t know what’s more beneficial; converting the current loan to a conventional loan and re-use a VA loan to buy another property or refi and pull cash out to buy another property.

I'd like to seek out some advice on how to structure our partnership to be most beneficial to both of us, and advice on the amount we should put down (the majority of the $300k, or should we put down less).

Once I knew my bottom line and what I could get for rent, it was an easy choice for me.  

We have the added difficulty of being 35 miles down lake from town so getting a cleaner to go that far is tough, but we have managed for the last 4 years.Being in the Orlando area, you should have a plethora of choices.

Propstream, Batch, and OPENHOUSEit are all great choices/vendors.

It isn't their "choice" to use the Security Deposit to pay rent, unless the lease dictates that.

Seeing how you want to make real estate investing your life and career, working as a realtor would be an obvious choice.

@John WiedmanYour first choice should be to find a CPA that specializes in retirement account taxation and one that is local.

Your choice depends on your goals.

Jacksonville not as much as the other cities though and I would call it more like purple, with the red and blue fault lines running within the city itself.Social media is my lead gen of choice for now because it's free (except for what I've paid for BP Premium) and I've depleted just about all reserve capital I had to the point I'm contemplating taking on a day job again (with my tail between my legs having to admit that when I said I was gonna go off and be a hot shot realtor and those corporate psychopaths would never see me again, I was mistaken).