Not having any formal accounting or bookkeeping education and not having much success trying to learn from YouTube videos,  I decided to go with an accounting firm that does Quickbooks training. 

Our education has just begun about how to turn what we've been doing organically into a business strategy. 

Is there a specific time period I must remain as a tenant?   

I am looking for property insurance options to cover these properties / my investment for this redemption period. 

During the inspection period of the sale, I had a rental inspection performed on the house per my cities ordinances.

For example, if the Roth 401k funds have not satisfied the 5 year holding period, the earnings on the Roth 41k cannot be distributed from the Roth IRA without paying taxes on the earnings until the Roth 401k funds have met the 5 year holding period in the new Roth IRA and you have reached age 59 1/2. 

There's a wealth of information on Biggerpockets and I would suggest doing some self-educating on the different aspects of REI through the "Education" tab up at the top of the site.To be a little more specific, search for "House hacking" forums and blog posts to get a more in depth look as to how to get started with your condo and /or multifamily plan.Also consider why a condo and not just a multifamily to start...I could almost definitely say you don't need a RE company at this point.Like @Cameron Norfleet said, you could start with reaching out to a lender to see what types of financing you will qualify for. 

Was able to rent a room or two to friends and family periodically. 

Furthermore, they are required to take continuing education to keep their license.CPA(requirements vary by state) but require completion of 4 or 5 years of college education.

There is no statutory holding period that is required.