Just like a contractor with his tools, truck, scaffolding etc..

Alternatively, would this work as a typical STR?

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Getting a mortgage without a job will be near impossible without going with an alternative loan product that will come with a high down payment and high interest, which is not the "househacking" way. 

The new development here are all the Latinos etc. who have Service Trucks and Trailers and they Rent a big house with five to ten friends to divide the cost of Rent in good neighborhoods.

If you have enough funds in an IRA the alternative would be to establish a self-directed IRA, and have the IRA buy the property subject to existing financing (if your sister is willing to do that), you personally can't assume the mortgage b/c you are not allowed to provide a personal guarantee for IRA-owned property and have the IRA pay your sister for the equity.

My next deal while I was just about to sign the contract on a house in Glenn Cove LI. a truck pulls up.

They didn’t go on trips and buy new trucks or drink fancy coffee.

I once spent all night pumping 3 feet of water out of a basement, in a monsoon, using a DC pump attached to my truck battery because there was no electricity to the house and the sump pump couldn't work.

It’s often sold as an alternative to larger security deposits or co-signers for people with bad credit bad rental history.