Perfect time to resole.
This is what you're looking for when it's time to resole. When that line starts to dip the rands begins to wear. Poke at it, if it's softer than the other parts of the rand it may need to be repaced.
Stop!
The shoe's rand on the right has worn through. Rand replacement needed. The other may be too thin and have to be replaced as well.
At the limit.
A little far gone but no holes amazingly enough. Half sole and rands.
Why do you hate your feet.
This can be repaired. Additional patches will have to be applied under the rands. Costly and definetly makes the shoes less structured.