The manual data entry within Stessa has grown to be too time consuming and your books are more prone to errors with the amount of manual data entry that is required.

Just make sure to consume contents here as much as possible and feel free to ask any questions you may have.

When she gets caught up, remind her that rent is always paid in advance before it is consumed, and that is fair; and thank her for getting caught up.

It will be easy to manage in the beginning but will become time consuming as the number grows. 

Your two best next steps would likely be to consume as much education on the topic as you can get your hands on, and start networking.

He was very bullish on Redfin Direct in Twitter Spaces the other day -- especially how it relates to the future of real estate transactions.As a real estate brokerage ourselves (homsby) -- I think this is great for the consumer. 

The things that will consume more of your time will be maintenance calls and/or coordination (these don't happen every month, especially in a good property with a good tenant), communications with tenants about lease renewals or violations, and of course evictions (hopefully you can avoid these of course).

I'm just starting to research REI and looking for suggestions on books or other resources I should consume.

I've been narrowing down new cities that I'd like to invest in with a group of people and we've been going the normal route of collecting data through government sites but it's time consuming. 

Read up on the TCPA (Telephone Consumer Protection Act), which imposes fines ranging from $500 to $1,500 PER TEXT MESSAGE.