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This happened to me this morning and didnt automatically sync. It appears to have suddenly worked now so I think was an issue with tomtom. There was a similar thread on here earlier but I cant seem to find now. Hopefully yours will start working soon.
I had the same connectivity problem tonight between Strava and my new TomTom Spark 3. You can update individual TomTom Activity information to Strava directly from your phone without connecting to your PC computer. The step-by-step work-around on my Android phone is:
Google "MySports TomTom"
Log-in
Click on 3 parallel bars on top left
"Activities"
Click on the Activity that is not uploading
Click "Share"
Download as .fit file
Close MySports TomTom
Open Strava
Go to "Settings" in Strava
"Link other Services"
"Connect Device to Strava"
"See more Devices" at bottom
"How to Get your Activities to Strava"
"Upload a file from your computer"
Click on the Strava File uploader link
Login-in to this Strava Link
It's crazy tiny print. Make it bigger so you won't go blind.
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