
Bend pins up slightly

Pull cable through hole
You might need to widen the hole and add scotch tape on the cable to get it through. Use a lighter for the shrink tubing.
Video on how shrink tubes work:
https://www.youtube.com/watch?v=4vnthybw0II

Insert small cables into connector again
After, bend down the pins again. Make sure the crimps show in the correct direction.