@Matt Klenke for the very first property I would recommend a cheap duplex if your starting with nothing. When I say cheap I don't mean falling down but a decent place in a lower end part of town. (You don't want something you have to pump all your money into maintenance wise all year). The reason I suggest the duplex is because generally 1 side being rented will pay the mortgage if you buy it right. So you can afford to have a vacancy for a short period of time.
I really didn't analyze much outside of talking to a realtor and a couple landlords in my area. I just got the idea I wanted to be an investor and did it. I was 28 when I bough that first duplex and if I could back in time I would have started much earlier.
As far as financing I had little money or assets and just worked a regular job. When I bought the duplex the market had not collapsed yet and housing was selling higher than it was worth. I went to the bank and actually had to get something called a split loan for them to approve me. Basically I had 2 mortgages on the duplex. Once I knew how much I needed down I set out to secure that much to make the loan happen. I had small college funds set up for my kids and robbed them almost dry. I would do it again a hundred times over, it has taken time but I am really starting to see the returns now.
I have since preferred single family homes because of less hassle with tentants. I did just purchase an older 10 unit apartment bldg. can't wait to see how it works out after a little time.