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All of this, nightmare to organize getting the stuff back, so easier to ride. And he really fucked up majorly. Never did any riding anywhere close to tcr level, but even on a normal audax important items management is something you learn to take seriously.
Something like tcr having a second id and second card hidden on the bike might be good if you tend to leave your stuff.
If he still had cash/was persuasive he could have paid a cab driver to get the stuff and find him later with the tracker?
In practice it's not that easy to do, but possible.
To get something sent on to you by a commercial service you need to have an address where you will be on a particular date, so a hotel, which can be anywhere in schengen, before you hit the Balkans. And you might have to sit around there waiting for it.
And you need to have someone who is happy to package up your item and make it available for pickup.
The latter is probably harder than the former, some guy in a petrol station might not be arsed to do that and might not know where he'll be on xxx day.
In practice, it's easier mentally to just go and get it yourself, rather than trying to organise all that and rely on other people doing stuff. The courier is a commercial service but the guy packaging your stuff up is a personal favour.
And either way your race is fucked as you've lost loads of time organising it. Basically might as well ride back for it and remember to take more care next year. As well as reading the rules. Basically he has done two events and fucked them both up through careless but catastrophic errors that virtually everyone else manages to avoid. It doesn't matter how fast he rides if he can't do the basics.