Teams feel like they have many more options in the winter. The perceived roster is healthier. The prospect from AAA is untarnished. A 33 year old pitcher with a poorer second half or injury loses value. There is too much question about whether they would bounce back. If the Twins keep Santana, they gamble that does not happen. I would trade him and take best offer. In general, I do agree about keeping the team mostly in tact for the new GM. Plouffe, Suzuki, Nolasco, Santana, Kintzler and Abad would be exceptions.