Sounds good in theory, but it can be hard to find people headed the same way at the same time as you are. If I log on before work and want to squeeze in a three hour sail in that time window, it's going to be random chance for someone else to have the time and inclination to go along for hours at just that time. If they remove the teleport to capitol in future an escort is going to also have a long return trip. If I get the urge to hunt traders in a distant county, what's the likelyhood someone else will be interested in that too? Is there a reasonable amount you could actually offer someone to get them to do not much else but follow you around for hours?