It’s definitely a good problem to have and a good reminder for me that whatever the path, it’s rarely a quick move and assure strategy.

As rich dad reminds us, our homes are NOT as asset. 

I have Quicken which I believe I'll use more this year but curious on how to scale this properly. 4) Tenant Reminders - Don't currently do this since I live in the building. 5) Communication - I have email/letter templates from simple lease renewal reminders to a welcome letter for new residents reminding them of policies, procedures, and provides helpful info6) Repairs/maintenance - This is not automated at all.

Wow, there is some real irony here, that a HS kid is reminding old guys like me about songs from the 80s.Fun situation that you are in, and there is really no wrong answer. 

I reminded him of my previous response, and told him I wanted him to find me a new renter.Out of curiosity, I decided to look at what other units in the community were selling for.

You casually remind them that their pet tarantula escaping from its cage is actually not considered an emergency according to their lease agreement and that they can contact you again during business hours to address it, but that they would be billed for this as it is not an owner covered expense under the lease agreement, and then you roll over and go back to bed and more than likely they don't call you back about the issue and it magically goes away. :-)

Thanks for reading and any input you can give to me, as this forum is full of many diverse RE minds!

I also send out regular email reminders to tenants for things like HVAC filter changes and other maintenance they need to upkeep.

@Will Barnard Thank you for the advice, especially reminding me about the 80/20.

RE: Mind Meister is great at freeform mind mapping to help inspire ideas and collect your thoughts, I wish Onenote had this feature but I think it is too close to MS Visio so Msft did not include it.