However prices on those assets are very high right now, so it has been challenging locating one Id like to purchase.

I know there's some challenges ahead i'm ready to face them.

Going from 3-5 to 20-25 at any given time is very challenging both in-house crew wise, extra more challenge if you hire out to subcontractor (I never believed you can have success if you're using them), even with an in-house crew, growing 3-5x a year should be a good pace to scale, this way you can test your abilities and how strong your group is.

I'm more looking for some advice on how to handle the situation with my realtor. 

I do need a better handle on my finances, especially moving forward with a property soon. 

Typical investment company like Fidelity, Charles Schwab will not handle self directed 401K.

I like taking photos of things that don't move, but every property I've done has unique challenges that I've had trouble overcoming.

And if two units are down, do you think he'll be challenged at getting your big banks to finance it?

Of course, being near Nashville is great for people who love a city with a unique identity, innovation and entrepreneurship, culture, music, food, art, nature, etc, etc.It's more challenging to find good deals in the city now, as it has been a really hot market, but there are still deals to be found a little farther out.Congrats on taking bold steps to improve your life!

It won't take them long and then you're not just guessing.Put some rent money back each month for a while so you can handle repairs that come up.