Hi Shayna,
I was where you are now a year ago. Just 2 hours ago, I closed on my 2nd buy and hold property.
I think I spent 20 years trying to find my niche, and then looking at properties and finding reasons I couldn't buy them. I think I was always scared what COULD happen (they build a nuclear power plant at the end of the block, I can't find tenants to rent it at any price, etc.). Finally, my wife said "do it, or you'll be 80 years old and regret not having even tried". She pointed out if I hated it, and it didn't work out, I could always sell the property. I might lose some money, but that's better than having regrets later for being to chicken to even try.
I took her advice, held my nose, and jumped. I'm so glad I did. The first house I bought was a short sale that required a good bit of rehab, but it's worked out great! I made some typical newbie mistakes (underestimating rehab costs), but I have learned so much, and now the house is throwing off a pretty good cash flow. Now that I've come through the other side, my "analysis paralysis" seems ridiculous in retrospect. The second deal was easy! So jump on in....the water is fine!
Lance