I personally like Ben Mallah and Grant Cardone, tho Cardone can be too much for some people.Just be careful not to fall into Analysis Paralysis!

I saw a 4 beds 3 baths 2121 sqft property in good neighborhood with the following numbers: 
Asking price $385,000 Average Sold Price: $385,250.00 Average Cost/SQFT: $207.56 After Repair Value: $436,143.71 Repairs: 10...

If any of them leaves, the rest won't meet the minimum income criteria.How does one develop a joint analysis of the family unit?

According to your analysis PDF, the ideal time to sell is 5 years from now (your IRR at that point is 55%). 

I'm ready to get out of analysis paralysis! 

For example if you have a mom and pop tenant based on 17 bucks a foot rent because that is all their business model can support but a national tenant wants the site and can pay 22 because of location not only can rent potentially increase but also that new tenant value can be a massive difference.Mom and pop at 17 a foot and an 8 cap for instance.Say 4,000 sq ft box X 17 = 68,000   (8 cap) = 850,000National tenant at 22 a foot. 4,000 X 22  = 88,000  (6 cap) = about 1,470,000There are expenses involved getting the new tenant but value difference can be massive.Leasing brokers can perform a (void analysis) which not only looks at rent comps for box size but also what existing tenants are in the market,saturation levels, and what possible tenants optimally could go in that space.    

I have to do a cost-benefit analysis to examine what moving our business might look like.

@Lance Polvado, in your post you write "$1500/month in rent," but your analysis has $2k.

I have 1,000 apartment units and 45 houses - so can you imagine sending text messages to all my tenants?

Buyers are only allowed to post text.