Timber pole retaining wall: drain above the bottom?

[Greenalleycat]

The current weekend DIY project is to replace the "retaining wall" alongside my driveway that supports my neighbour's lawn. I say 'retaining wall' loosely as it is literally four trees chainsawed to height with some planks behind it...

Anyway, we've made great progress getting the posts in and bottom boards on
We are now going to get the filter cloth, gravel, and drain in
The problem is, getting the drain in is going to be a prick of a job
It's a very tight space due to driveway/property boundary, existing "wall", and the various rocks peppering the slope

I'm confident that a proper water buildup is unlikely so we're putting a drain in for good practice as much as anything

So the question is, if the drain ends up 300mm from the base of the wall where we actually has space, does that matter?
Bearing in mind we will be mostly backfilling with free draining gravel wrapped in cloth anyway

Interested in your opinions

Edit: added a photo

 

[Tomfh]

So 300mm above the driveway level? Standard would be to put it at the driveway level, but it's hardly going to be the end of the world with this wall, as the wall isn't very long, and water will drain quickly lengthways along the wall, via the gravel. Does the gravel extend down to driveway level?

Where does the water exit?

 

[Greenalleycat]

The gravel will be approx driveway height but a bit variable - it's a tight fit behind most of the wall

The lower end of the wall has a return on it to abut the neighbour's wall
We will outlet the drain through the bottom of our wall into the garden

 

[gte447f]

As Tomfh said and as I'm sure you pretty much already know, lower is better, but this should be fine.