If I were you, I wouldn't be concerned because you are much better off that when you started life and, now that you've done it once, you can do it quicker even if the worst case scenario would happen.

This is a tough market so as others have pointed out so having your pro's lined up ahead of time is a great idea, this will hopefully allow you to get your deal closed up quicker, which is something sellers here in the bay are becoming accustomed to.

This way, you have an ability to release them quicker if they are doing a bad job.

There must be a quicker way to organize everything then logging onto our credit card every couple days and filling in multiple spreadsheets.Does anyone have any apps or software that makes this process streamlined and easier?

If you get a property for $200K because it needs new carpet paint and bathrooms redone then your sweat equity can help build your rental stable much quicker. 

It's a goal to invest in vacation rentals and hit my mortgage hard to pay it off quicker. 

I think I would have finished quicker if I had done the in class training but depends on your schedule.

And thinking realistically that's about 1-2 assets/year, which short of finding some killer deals/flips, is a more likely scenario for our situation.This brings up another question - after doing some more reading and listening over the past few days, it seems like the path to quicker returns (and of course, probably quicker headaches) is multifamily.

The advantage is that it's a much quicker scenario.

It becomes much more economical and quicker alternative to go buy a Manufactured home and have it delivered and set up and ready in a matter of weeks.