Conservatively, I project that I could raise the rent by at least $100 per unit when all is said and done, and of course, nice-looking units will attract reliable, long-term tenants.On the other hand, am I going over the top?

This part is exciting.  

Now we're in a breach of contract, with only $3,500 deposit at stake on a $333,500 package.Gave an extension of 2 weeks to hammer out some type of deal agreeable to all parties involved.Cut 2 properties from the package ($160,000),  Buyers came back with half-down and Seller agreed to finance the other half for 1 year with guaranteed monthly income.The Buyers will have enough time to finish repairs, get all units occupied, obtain permanent financing, and everyone comes out a winner.Hard to make up 7 months of your life.

For the most part, I have that it does make financial sense to keep your initial purchase (especially if you put little money down), and it was a relatively inexpensive home.  

They include using contingency clauses in the Purchase and Sale Agreements, locking up the property through a lease with an option to buy, cooperation clauses where the other party agrees to cooperate with you, and Reverse 1031 Exchanges where you can buy and close on your Replacement Property first and then you have 180 calendar days to sell your currently property. 

Many real estate strategies I've heard of go along the lines of using a third parties capital to fund your investment.

I am conservative by nature so based on that I would say is slow down a little before you expand to so many different markets so quickly.

You want to be conservative but you probably should refine that.

There were also three other interested parties there.  

The security part is throwing me off.