and experienced investors (what can I implement into my daily routine that could help me achieve greater results?).

You will see that as you develop a routine, it will get a bit easier with time.

Getting out and talking to people makes me money, but it's always uncomfortable to take that first step out of the comfort zone!

My wife was always so uncomfortable with the thought of getting a second mortgage to finance our first investment property.

These are educated people and I'm trying to show them that simply leaving makes the most sense for them.I recognize this probably won't work and I'll have to jack the rent and remove any perks not in the lease to make the situation as uncomfortable as possible for them.

@Chancellor Swan   People are motivated to take action about something when 3 things are present:They're uncomfortable about something  (spend time thinking about why you're uncomfortable)They have a vision of something better  (determine what you think good looks like)They see the vision as something achievable  (make sure your goal is realistic)When you've figured out your "why", keep #3 in mind for setting your goal.

Do they offer routine maintenance programs?

Is the routinely late-yet-paid rent a bigger risk than vacancy during turnover? 

there is no rule of thumb and BRRRR generally if you pull out all your cash your cash flow will be minimal.the theory is you can build up a portfolio and you suppose to have some built in equity.but the deals are not what they were 5 to 10 years ago.. so while in theory for sure this works and its not a new concept we did these loans routinely prior to the GFC  its just been coined on this site ..

You need to be making offers everyday.It's not easy at the beginning because you don't have a boss to report to except yourself, so make sure you setup a routine that gets you to your new "job" every day.