November 11, 201312 yr I've had a few issues with this and had the most luck with a vacuum bleeder. Hold a vacuum on the bleed nipple and also operate the brake lever. Keeping an eye on the fluid as it can drop quickly this way. Leakage round the nipple threads hasn't been a problem on any of my other cars/bikes but on my hebo calipers it was bad enough to need to put some PTFE tape on them.
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