Sundin leaving would bring a nice, juicy first round draft pick to a team that has traditionally wasted or spoiled their first round draft picks.
Consider their picks of the last 10 years:
1997: Traded their 1st round pick to the Islanders. (Roberto Luongo)
1998: Nik Antropov, 10th overall.
1999: Luca Cereda, 24th overall. Never joined the Leafs organization.
2000: Brad Boyes, 24th overall. Never played with the Leafs, part of a trade to the Sharks for Owen Nolan in 2002.
2001: Carlo Coliacovo, 17th overall.
2002: Alex Steen, 24th overall.
2003: Traded to Boston via San Jose in the Nolan trade. (Mark Stuart)
2004: No idea where this went, but they didn't fucking draft.
2005: Tuukka Rask, 21st overall. Traded to Boston before he entered the organization for Andrew Raycock, who was promptly signed to a long term deal before he played a game and is now playing backup for Toskala.
2006: Jiri Tlusty, 13th overall. Best known for nude photos on the internet.
2007: Traded to St Louis via San Jose in the Toskala trade. (Lars Eller)