Many years ago when I worked for a car transporter company (Abbey Hill) the practice was to lock the front car then put the key in the car behind, all the way to the end then the driver just had to keep one key safe with him in the cab.
Back locking as you describe was good until you had a multi drop and found 50 miles away that the key you required was, yup, 50 miles away, you only did it once, thankfully the one time i did this was able to roll the keyless car off (doors not locked), the dealer's spec lift driver shifted it to the compound and the smart body repair bloke at the next drop agreed to drop said key at the other drop in the morning when he was going there...it pays to treat people decently and politely, then when you mess up they are glad to help out.
After that i learned to back lock each drop only.
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