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Because of clear pressure from customers pushing them to offer a new feature or function (add the ability to uploading runs/swims as requested in this OP), and demanding to know when it will happen as well.
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To acknowledge the fact that this is something they do want to do, have added it to the “to-do list” and plan to do so when the time and priorities allow.
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This thread in particular features repeated and emphatic demands for this feature. I think TR was realistic in their basic statements of plans (planning to do it) as well as not making promises to a hard timeline (some relative placement with respect to active projects).
All the speculation in the world won’t help here, and wondering about internal processes is a moot point, IMO. Most companies in industries like this would not likely divulge relative specifics like actual project plans or hard timelines. We don’t get specific info from other training apps, or other things like new bikes, trainers and such. Not sure why some expect this to be any different?