I am not one to leave signs unless it was to mark a dangerous situation as already quoted.

There aren't so many Hobo's around at the present time, at least in the sense of the Hobo population that there was back in the 20's and 30's.

I do think it would be a good idea to keep a list and learn that list of signs. Knowing those old and present signs would warn you away from a dangerous area or indicate a home that would provide a meal when asked.

Much of the Hobo's signs indicated warnings to other Hobo's. The warnings might indicate a town in which beggers were jailed, a household that was hostile to uninvited visitors or a household that would give a meal when asked. That sign would be a scratch on the gatepost leading to the home or something along those lines.
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QMC, USCG (Ret)
The best luck is what you make yourself!