@Nicole Walley, I started down my own REI path several years ago by purchasing a couple single family rental homes. I definitely feel that having purchased and sold 2-3 primary residence homes prior to this was very helpful for me. Gave me practical experience finding deals (and the tools & techniques involved), working with realtors, lawyers and banks, appraisals, inspections, insurance, property taxes, utilities, closings, HUD statements, etc.
Owning a home gave me more practical experience in basic to moderate home repair, dealing with contractors for more complicated issues, capital improvements, insurance claims, "neighbor relations", and many more important aspects involved with owning property.
But in addition to buying and owning my own home, I'll say what was equally important to giving me confidence to get started was having a few friends who were already doing what I wanted to do. That was HUGE. Gave me the opportunity to see what success looked like, to learn from their successes and failures, to have in-person resources I could go to when questions or issues came up.
So for me, having experience buying/owning a home combined with having local friends who can help are the two invaluable tools for what success I've experienced thus far.
Hope that helps. Best of luck to you!
Chris