Meaning when the deal aligns with your strategy, pull the trigger (know why you are in real estate specifically...what is your goal?)

I have been interested in REI for a couple years now, but haven't pulled the trigger for various reasons.

In addition, if you were to leave your employer, there's the chance these funds would have to be repaid immediately.There's some other ways to invest with retirement funds, but it can get complicated to follow and ensure compliance.

I will definitely be pulling the trigger no matter what come May 2021.

You may wish to confirm that the new 401k provider will handle the ongoing compliance support such as any required 5500 filing (e.g. 5500-EZ for a one-participant plan with assets in excess of $250,000), any required tax reporting (e.g. 1099-r in the event of a distribution or in-plan Roth conversion), mandatory plan updates and amendments, etc.4.

Did so & it was still a drawn out 24 month battle to finally get compliance on their their NEW 2018 residential code requirements. 

If the area is sub-par, I personally wouldn't do it unless you have a section 8 tenant and a solid local property manager that can assist with any compliance issues.

Will I be able to pull the trigger when the time is right?

You may wish to confirm that the new 401k provider will handle the ongoing compliance support such as any required 5500 filing (e.g. 5500-EZ for a one-participant plan with assets in excess of $250,000), any required tax reporting (e.g. 1099-r in the event of a distribution or in-plan Roth conversion), mandatory plan updates and amendments, etc.4.

Unless it's in the local building department records (typically the certificate of occupancy/certificate of compliance) as an in-law suite or, more likely as an accessory apartment, it is presumably a marketing term.