Anyone any insight/advice on trying a transport planner job?

I’ve done it a few times, for big firms. Aside from the reasons that others have posted (and I agree with) the thing that killed it for me was the total lack of knowledge of or interest in the transport industry. All of them could have been selling shoes or landscape gardening, as long as they got out by 17:00 that’s all that mattered to them.

When the last decent-looking Office-Karen (there’s a phrase you don’t hear any more) jacked, I decided it was time to head for the tarmac again.