--> Did he just buy new shoes?

Anyone ever been in my shoes or have some insight on the best route for me to start?

I was in your shoes this time last year.

In your shoes, if I didn't have rent on June 1 as scheduled, I would have posted a pay or quit and, if the tenant continued to not pay, done an eviction. 

Just make sure you have online backup.I have everything set up, with classes for various rentals, and if I were in your shoes, just upgrade the software, and you're good to go.

Hello All, I have been off this board for a while, i been out of investing for a little over 2 years for various reasons (career changes, and divorce) and i feel like i am in a good place financially to invest again, ...

Instead of a pool table, I would put a horse shoe pit outside along with a grill. 

Fast-forward 1 year and I am in your shoes! 

On one hand it's enticing to spread the capital among multiple properties to diversify and kick start my portfolio but on the other hand I know eventually I'm going to want to scale into larger properties for maximum cash flow.What would you do if you were in my shoes?

Changing your mind after 6 months would surely question your intent.If I were in your shoes I would talk to Tim about your options for purchasing a second property outright.