Assuming I can pull out about $300k from NY, I can get anywhere from 2 to 10 quality properties down in FL, with a rent roll of about $10k.

Kevin Bupp did a podcast with an investor (Jeremy Roll) who only invests in passive syndication. 

I also start them out with the basics in the house such as a roll of toilet paper, paper towel, shampoo, conditioner, and soap.  

My experience (in buying several severely mismanaged properties) is that the owners will likely have equally mismanaged tax records (eg; all investment activities lumped together, etc.).My due diligence for an area that I'm "blind" to (have never worked in before) would roughly be as follows:-Speak w/ local realtors & property managers to determine appropriate market rent for all units-Get copies of all leases to verify current rent roll-Speak w/ my insurance agent, get appropriate quotes-For any utilities I'll be responsible for, find out local market rate for electricy/gas/water & sewer and use what I know to be "average" consumption for those services-Use estimates I know are sound for maintenance/capex reserves, etc.

I will be contacting your wife in the near future to get the ball rolling. 

From what I read if i didn't win my 10k deposit would roll over to the October auction but since I did win will I need a new deposit?

Again, welcomeThanks for the Feed Back @Danielle Jones,  I have been doing my home work for a bit now and just wanted to get the ball rolling.  

I'm going to make the assumption that I have left my previous employer and can roll over the 401(k) into a self-directed 401(k) because I've started a small business.

If it's the roll down or accordian types may be. 

My analysis hinges on the seller accepting these terms, since it may prove difficult to obtain a loan without rolling the closing costs into the mortgage.