I have a couple of small multi under my belt (up and down suite and a 3 unit) I am considering to purchase a 5 to 6 unit next year but dont know how to begin.

You got one rental unit rented to 3 separate people.

My 2 biggest issues are getting the occupied units registered as occupied and not Vacant, there is no toggle or selector to do so. 

I was overconfident after successfully doing numerous value add rehabs when this spring we took on a rehab of a little unit that was listed as built in 1901 (I believe it was really built in 1920s and 1901 was used because they did not know when it was built).  

Investment Info:Large multi-family (5+ units) buy & hold investment.

Looking for targeted courses on large multi-unit commercial/residential investing. 30-200 units. 

Fortunately, we both work remotely, so we decided to move into one unit and renovate it for Airbnb while keeping tenants in the other.

This could be rehabs, adding bedrooms/units, etc.Most of my clients do buy and hold because of the above mentioned.

Anyways, the appraiser used two of the properties that were within the comps report (the higher ones) and we managed to overperform our ARV target by $20k.Lesson Learned -> Later we realized that the appraiser also looked at the rental comps, and the average rent used in the income approach was $2,000...we are renting both units for $2,600 and the average rent in general for this kind of duplex in the area is $2,100 - $2,200, so we could've easily hit a higher ARV, crazy right?"

Investment Info:Small multi-family (2-4 units) buy & hold investment.