TeamRaiser offline transactions are one of the only gift types that will sync up to Luminate Online.  Most likely the cause of transactions not syncing is due to cross references not being set for the TeamRaiser Campaign, donation form, or campaign.  Once you confirm if all cross references are set, the transactions would need to be modified in some way to attempt for it to sync across.  New gifts will automatically sync, but old donations made before the crosss reference will need to be modified in order for them to move over to Luminate Online normally. 

If this does not fix the issue, then please Contact Support and reference this article.