Also, we are starting a service that manages vacation/short-term rentals here in the area. 

Good service, but they're not really in-charge of the loan, and can just escalate to FACO for you.   

You said that improving it will attract better tenants, but will it attract higher paying tenants?

I have been reading at building codes to have a better understanding of the field. but as my priority I would like to get a construction project management job, improve the skills and then jump on it feeling more confident.

You want to get the best deal, but to do the most service and create that win-win of course so when a seller is telling you they need to get out, you find out why and how you can help.

Yes, $1000/month is after all expenses and debt servicing.

HI I purchased a home in a multi unit (R4), high density zone.I am currently renting the house cash flow is just $50 after mortgage payment.This house has a big workshop in the back with a high rise ceiling, brand new roof, electricity and water.It sets in a half an acre lot so I am able to rent the workshop and land for $700 a month Total cash flow on this property is $750 a monthI'd like to enclosed this workshop (it has 3 brick walls already built) and make it into a livable place.I can still rent the land and keep the cash flow at about the same amount ($700).However there's no sewer  at this house just 2 septic tanks attached to the main house.Workshop will need:windowsanother walldoorscooling and heating systemBathroom etc...I can build build more units attached to the current workshop since there's so much land to play with but i have no idea of the cost.I purchased this home for $150k in 2016I owe 143Klast month I paid for an appraisal and the current value is at $185(flooring was the only improvement at the house).Question is should I refinance and bring in sewer line, build more units or live it the way it is?

I have American Home Shield, and when my tenants HVAC unit went out, I only had to pay a service fee of $75 for the whole unit to be replaced.

Any suggestion on what service to use?

I've since paid of my mortgage and have no slavery inducing loans to service.