Couple of tips if you go down the Realtor route:- Keep your job until you can build a healthy pipeline of deals and clients.

I would connect with several BPers to get as cross sections of opinion of their great city (smile).  

Since we're CF-focused, but prioritize consistent, reliable income and solid exit strategies, we focus on the sweet spot where you get a healthy combination of appreciation potential/exit strategy AND cash flow. 

If I'm getting a healthy commission from a seller client, I probably won't charge the $299, I'll either eat it or deduct it from the cooperating broker's fee. 

Through property improvements and healthy rental increases (over 4% YOY in Columbus) this owner has a portfolio of properties with very strong appreciation since initial purchase.

Once you hit a certain number of properties that is probably excessive, but there is a nice security in always having a healthy buffer against potential problems.

If you are a good landlord keeping properties in good condition the municipality will smile on you, if you aren't and turn into a slum lord, eventually you'll have issues and difficulties.

@Edita D.I think your on the right track, thats a pretty healthy deposit.

I smiled because I could see the look on his face, the same as everyone, that landlords don't work, they just collect the dough, and said yes.   

I've learned to become much more of a "people person" and great everyone with a warm smile and a handshake.