I hope everyone is and remains healthy and safe during these challenging times....I'm a first time flipper and I could use some help/advice. 

Stay safe and healthy at this present time!

But there are lots of voices of support as well!

You aren't supporting this property with real dollars -- again, in my humble and very respectful opinion -- and I'd hate to see a fellow investor hit a wall.

Stay healthy!  

@Jasraj Singh  Yes in my opinion it is a simpler process and at teh end of it you still only have one loan/payment to track, as long as teh equity in the building supports what you need out of it you will have little out of pocket expense.  

I'm just trying to figure out if this is a healthy financial practice or maybe an indication of something gone wrong.

. $1,305.65 monthly payment.Four 2bed 1 bath units currently rented at ~$750/month, researching rents supports charging $1,000 month rents.Total Annual expenses: $3,920 Tax (actual), $1,000 (insurance), $1200 water (actual), $800 trash (actual), Capex/reserves $2,400 or $9,360 annual expenses. $9,360+ $15,667 = $25,027.Gross Rent- Gross annual expenses ($36,000-$25,027= $10,972)CoC= $10,972/$100,000= 10.97% on current rents or 22.97% at marketMy goal is to get the rents to market.

Don’t over analyze if the comps don’t support your ARV; don’t use them.  

This essentially shifts the company's overhead office expenses onto the employee and further supports the previous point, that employees are going to value their home space more. - I completely agree with @Sarah Brown that just as companies are being forced to work remotely, there's a potential balance between completely WFH and a dedicated office with mixed-use coworking spaces.