The thing is... Machka and I were homeless for eight months from June last year.
We vacated the rental we lived in, put our possessions into storage, redirected our mail to be held by the post office and left the country.
I've also been homeless after selling off stuff and going bike touring for extended periods. Machka and I have contmplated the grey nomad lifestyle following Australia's Harvest Trail on more than one occasion.
I don't recall being ever taken as a down-on-his-luck hobo...