One possibility is that an ideal S&T doesn't materialize, the Raptors don't like their free agency options, and both sides agree that it's worth it to re-sign Lowry with an eye on trading him to the right team down the road. Just looking at Philly for example, right now Philly is really low on trade assets that work for matching salary. But two months into the season, any offseason acquisitions will be tradeable, so it may be easier for them to work out a trade at that point.
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