See the basic process. Anything on your TrainerDay calendar will show up in MyWhoosh if you start/restart MyWhoosh.
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Commenting so this one is at the top 
Mentioned in the mywhoosh 5.7.0 update here
“Version 5.7.0 also introduces TrainerDay integration, making it easier than ever to keep your structured training aligned across platforms.
With TrainerDay connected:
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Scheduled workouts appear automatically in your MyWhoosh calendar
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Completed rides, free sessions, and events sync back to TrainerDay
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Your indoor and outdoor training stay connected in one streamlined flow
It’s a smarter way to manage your training — with less admin and more focus.”
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