You can't get a truly helpful answer here without sharing the exact and complete language in all the instruments, information concerning the parties involved in the original transaction, and details on what has transpired since.I actually can't tell from the question what the goal is.

Increase your knowledge, experience, then confidence - go for it afterwards... get as many as you can handle or create a automated system to handle for you.

to the extent the instrument of transfer vesting the Title as shown in Schedule A is not a transfer made as a contemporaneous exchange for new value; orii.

I just have to assign the codes manually and make sure the code makes it in my automated check-in email.

You can still use the legal instrument of an assignment of contract, but not as a wide spread business practice.

Automation of Property Management: Say goodbye to the days of tenants texting and calling you at all hours of the day to report a maintenance issue.

Since this is an unconventional lending instrument, you have to make sure all your ducks are in a row (contractors willing to perform the work, dates of work start/completion, all additional paperwork completed, etc), but it was well worth it.

I would try to create systems for everything so as you get bigger you can automate and delegate tasks that don't actively make you money. 

This is paired with automated prorating of rent and electronic payment setup. 

Here are a few popular options for inventory management in the STR industry:Smartbnb: Smartbnb offers tools for automating messages to guests, but also includes inventory tracking features.