To add to @Ashish Acharya, I would recommend using your retirement funds for notes that earn a nice interest rate, if you're into self directing.Given that you want to purchase a short term rental, I'd highly recommend not doing this within an IRA/401k. 

If so, then you would want to purchase a homeowner's policy.  

The reason to have comparables is if you are representing someone or perhaps purchasing a house for yourself to live in.

Purchase price: $189,000 Cash invested: $40,000 Mid-term rental property in a college town.

Hey @John FriendasI have purchased 4 of my Co-Living (rent by room) properties with DSCR, 1 of them within the last few months.Not that I necessarily recommend this, but there are short-term-rental DSCR products.

Purchase price: $465,000 Cash invested: $80,000 Checkout my Airbnb here: airbnb.com/h/madeirabeachoasisSalt Water Pool & Hot Tub: $60,000Tiki bar with electrical hookup: $3,500Mural: $1600Interior Furnishings: $6,500Exterior Furnishings: $1,500Monthly gross booking revenue: $8,000-$12,000

Purchase price: $170,000 Cash invested: $30,000 This is an international short-term rental property on a Greek isle.

Congrats on your lot purchase in an awesome Chicago neighborhood like Humboldt Park.

I also purchased the "training/coaching" and received very little support and what I did receive was not very valuable.

I've helped people with SBA loans to purchase real estate for a business, but for buying rental real estate, the DSCR loan is a much better option.