@ dmtroyer--yeah the trees need to brought to a central location via flatbed truck. in lawrenceville last month though, we plated bare root and so the trees were taken all over the entire neighborhood by pickups after being brought via uhaul from upstate new york (the butler nursery doesnt grow bare root stock), so this would have been awesome for bikes! but the neighborhood group there already had it super organized and I didnt want to throw a wrench into their plan.
for this planting, i would try to organize it to be more specific to the bike part. Like, we might organize front yard plantings instead of street tree/sidewalk plantings, and then we would have to deliver the trees to homes all over the east end from one location, etc. Normally the plantings we have now, we require people to concentrate the trees in an area.... if we can do it by bike, we can spread out the trees more.
Like I said it is still even "pre planning" phase, and those are somethings we have to consider.
Portland organizes plantings differently, where people have to come pick the trees up and drive them somewhere else. So plant-by-bike worked well for them. Still, I think we can do it.