I purchased a fourplex using a HELOC on my primary residence so technically we bought the fourplex "cash" with no mortgage.   

He will be paying cash for the entire thing.

The people from the city will make a reservation on Airbnb to catch you and find you $1000 per day based on the amount of time it’s been on Airbnb. 

Check in with @Joseph Chiofalo for alternatives if the loan amount is above $75-100k.

With multi family, you will likely cash flow better.

Say I pay cash for a house or put down 30k?

Once the 5 years runs out you'll only be able to offset your cash flow with mortgage interest?

Even with conventional loans, unless you've been self-employed less than two years or don't report your income, it's the same as someone with W-2 employment We lenders just cash-flow you differently.

Purchase price: $650,000 Cash invested: $65,000 STR in Black Hawk CO

Purchase price: $800,000 Cash invested: $80,000 Primary residence with an ADU What made you interested in investing in this type of deal?