Re: insertion follows playback not working
Welcome to the community.
Well, you don't give any information about your system, nor how PT behaves. If you're sure insertion follows playback is enabled, I'll guess that an unwanted pre-roll is enabled.
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Studio rig - Pro Tools|HDX 2018.7 | Logic Pro X.4.2 | Avid HD I/O (8x8x8) | 6-core 3.33 Westmere w/24GB RAM | OS 10.12.3 | D-Command ES | Eleven Rack | Vienna Ensemble Pro 5
Mobile rig - Macbook Pro i7 w/16GB RAM | UA Apollo 8p | Pro Tools|HD 2018.3 | Logic Pro X.4.2 | OS 10.12.6
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