Why don't someone just choose something light, small/foldable and begin the journey.
Charity idea sounds nice, but complex to administer across internationally. Worry about finalizing the charity stuff ....later. We can do finish planning in the middle of this mega international journey if needed.
We have our pet charities (no pun here) locally as well.
Make it simple ...to get the journey started, take pics as evidence, memories at each meeting/celebration point.
Treat it like a long-bike touring ride: Don't overplan, otherwise one gets weighed down with too much "baggage", indecisions, etc. I like indigios or some of us just informally organizing a few travel points within our region.
Please someone just start riding....with the 'thing'. I'm happy to organize within greater Vancouver..not sure who would cycle to or from the Canada-U.S. border when we are experiencing cold and rain at this time of year..