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Up shows Destination cities listed in alphabetical (A->Z) order, Down is listed in reverse alphabetical (Z->A) order.
If no one wants cargo delivered to where you want to go you either:
Wait for the job you want (I think you can rest 3 times in a row)
Take the best job available
Go where you want without cargo. (Drive where you want or Instant Travel to your choice of garages you own.
At the start I went the nomadic way and took the best $/mile jobs on offer. Didn't really care where I went so I didn't return to my original garage until about my 40th job.
If you enjoy it, you're playing it right.