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To make the actual fix:
1) Go into Commissioner Mode
2) Go to Toronto's roster page
3) Go to the first player's page and to his player editor page
4) On the left side, half way down is a check box to make the player playoff eligible. Make sure it is checked.
5) On top right is an arrow to the next player. Click it
6) Repeat 3-5 until you have enough players playoff eligible.
7) Go to the team transaction page
8) Move the players who are now eligible to the playoff roster.
This seems to happen with new leagues. I haven't seen it happen after year one. The other option is to turn off playoff rosters which you can do in the offseason.
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