Justin,
First of all it is very common for people to want to buy and hold. It is taught in all the forums here and 99% of the people out there who say they are Gurus tell you to buy and hold. I have made tens of millions of dollars in real estate only to lose it when the market turned down in Vegas back in 2007. We had the worst recession on record. I had one property drop from $30 Million down to $3 million. I saw condos that sold of for $150K that would rent for $1,300 a month drop down to $50K. What most people do not understand is that Buying and Holding is a deadly strategy and is high risk. Not to mention when a tenant does not pay and damages the home on the way out. It works when the market is headed up but not when it is headed down. Take it from one who has over 35 years of experience. I have see the up and down cycles in the market.
As far as your personal home. Renovate it and sell it and pull the case out. Then because you can buy another home at wholesale pricing. This allows you to get into a cash position with money to invest and to have equity in your next home. Do this asap because you are coming into the best time of the market to sell.
There are only two strategies I recommend contrary to what everyone else will tell you. You flip to build your wealth and the when you are wealthy you can lend to cash flow and reduce risk.
You need a team around you. You need a good attorney, a good Mentor, a good Real Estate Broker. You need people all around you who are buying and flipping and lending so that you have a network of individuals who are doing the same thing you are doing.