I don't know if we're at the point where this can be called dragging things out, but recent star pending UFAs who didn't have a deal by September (at least from what I remember and doing some light searching of extension dates to confirm, I might have made a mistake): Suter, Parise, Rinne, Lundqvist, Kessel, and both Stamkos and Kopitar this year
It happens more with RFAs, but it still happens with UFAs.
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Re: What's Up With Your Team? "No, it's not October yet" edition
From: (Anonymous)It happens more with RFAs, but it still happens with UFAs.