Quote from @Brandon Croucier: No need to be paying an upfront fee to a lender.As a lender it is our job to perform or we do not get paid. 

Also, what niche jobs in real estate (Agents, appraisers, house inspectors, lendors, ect.) are going to be replaced eventually?

You may also want to check the Columbus OH market - great macroeconomics with lots of job and population growth along with major companies developing here that drive strong rental demand. 

I agree that DealCheck (or the BP calculator) does not provide enough tools or functionality to analyze those types of transactions (yet).But I would argue that it does a great job at analyzing more traditional buy & hold SFRs and multi-families, as well as flips and rehab projects. 

I've been a broker dealing exclusively with multi family property over the last 20 years.Landlording is a tough job. 

I work a full time job at a wood shop building custom cabinetry.

Thanks to God I have a well paying job and plan to use that income for any issues that may arise like vacancy or maintenance expenses.

Year 1, I intend to keep my W2 job while i work to get my small business going.

I was an electrician for over 20 years with my last electrical job being shop foreman for a custom electrical control panel shop and UL 508 specialist.

If you like your job, and your goal is to create long term wealth through equity then keep the property, fix it up over time, and in the future you will be able to rent it out for profit.