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Having issues getting into the Tutorial Race at the beginning of Grand Theft Auto Online? You may want to try re-downloading the Tuesday's title update. This worked to resolve the issue for me:

  1. Press the Guide button on your controller, go to Settings, and select System Settings.
  2. Select Storage or Memory.
  3. Highlight any storage device, and then press Y on your controller. (It doesn't matter which storage device you select; the cache will be cleared for all storage devices.)
  4. Select Clear System Cache.
  5. When prompted to confirm storage device maintenance, select Yes.

Source: How to clear your Xbox 360 system cache ( Support)

Rockstar has updated their support page with some other solutions that may work to get you past the infamous “loading session” or “waiting for players” screens.

I hope this helps!
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