- Halladay's deal covering 2009 and 2010 was signed in March 2006, so this applies.
- If he requests a trade after the season and isn't dealt, he can become a free agent on March 16.
- He can request a trade and then withdraw the request by March 15.
- He may have forgone his ability to request such a trade by getting a no-trade clause as part of his current deal. I am unsure if his no-trade clause is part of his contract or from being a ten-and-five player.
- If he requests a trade after the year and is traded, he is then unable to request another trade or elect free agency for three years. This means whatever team he is traded to has him for three years, regardless of his contract status. Put another way, if the Brewers trade for him, he requests a trade after the year, and ends up going to Boston, he will be stuck in Boston through 2012 even though his current contract ends after 2010. Boston merely has to offer him arbitration for 2011 and 2012.
This is article XX(C) of the 2007-2011 CBA:
C. Right to Require Assignment of Contract
Any Player who has 5 or more years of Major League service at the time of the assignment of his contract and whose contract was executed prior to October 23, 2006 and covers the next succeeding season, may elect, at the conclusion of the season following the assignment, to require that his contract be assigned to another Club. If the Player, however, subsequently signs a contract with the assignee Club, the Player shall not be eligible to require that Club to assign his contract if the contract executed with the assignee Club covers the next succeeding season. A Player who requires the assignment of his contract pursuant to this Section C shall not be entitled to receive a Moving Allowance.
(a) Notice. A Player may exercise his right to require the assignment of his contract by giving notice as hereinafter provided within the 15-day period beginning on October 15 (or the day following the last game of the World Series, whichever is later). Election to require the assignment of his contract shall be communicated by telephone or any other method of communication by the Player to the Association. Written notice thereof shall then be given within the specified time limits by the Association, on behalf of the Player, to a designated representative of the LRD, and shall become effective upon receipt.
(b) Player Veto Rights. At the time notice is given as provided in subparagraph (a) above, the Player may also designate not more than 6 Clubs that he will not accept as assignee of his contract, and the Player’s Club shall be bound to assign his contract thereafter to a Club not on such list.
(c) Free Agency if Assignment Not Made. If the Player’s Club fails to assign his contract, as set forth in this Section C, on or before March 15, the Player shall become a free agent immediately eligible to negotiate a contract with any Club without any restrictions or qualifications. The Player shall not be deemed to have exercised his right to demand a trade, for purposes of paragraph (5) below, and the Club signing such a free agent shall do so without regard to the compensation and quota provisions of Section B. A Player who becomes a free agent pursuant to this subparagraph shall not be entitled to receive termination pay. Such a free agent shall receive transportation and travel expenses in the same manner as he would have if he had been unconditionally released except he shall be limited to receiving travel expenses to his new Club if he reports to it directly, provided such expenses are less than to his home city.
(3) Retraction by Player
A Player who has elected to exercise his right to require an assignment of his contract may retract such election on or before March 15, by providing, by hand or by facsimile transmission, written notice to his Club, provided that such written notice must be provided prior to the time written notice is provided, by hand or by facsimile transmission, to him (or to his certified agent and to the Association in the event facsimile transmission is used) by his Club notifying him that his contract has been assigned. If such a Player has 10 or more years of Major League service, the last 5 of which have been with one Club, he shall, upon such retraction, be deemed to relinquish his right to approve any assignment of his contract to another Major League Club which is completed within 60 days after such retraction or until March 15, whichever is later. A Player who retracts his election shall be deemed not to have exercised his right to require an assignment for purposes of paragraph (5) below.
(4) Waiver by Player
At his sole election, a Player may, at the time he signs a multiyear contract with a Club, waive the right to require the assignment of his contract under this Section C, provided that the Player’s contract with the signing Club contains a no-trade provision which limits the signing Club’s right to assign the Player’s contract to no more than sixteen (16) Clubs designated or subsequently to be designated by the Player.
(5) Repeater Rights
Any Player whose contract is assigned as a result of a trade required pursuant to this Section C, until he has completed an additional 3 years of Major League service, shall not subsequently be eligible to exercise his right to (i) require the assignment of his contract or (ii) become a free agent, subject to subparagraphs (a) through (c) below.
(a) Any Club that retains reservation rights to a Player for a succeeding championship season by virtue of the provisions of this paragraph (5) shall notify such Player, at any time within the first five (5) days of the free agency election period described in Section B(2) of this Article XX, whether the Club offers to proceed with the Player to salary arbitration for the succeeding season. The Club’s offer shall be communicated to the LRD, which shall notify the Association in writing. Said offer shall be effective upon receipt by the Association and the Club will not be permitted to retract the offer.
(b) In the event the Club notifies the Player of such a salary arbitration offer, the Club shall be required to tender a contract to the Player for the succeeding season and the Player may elect salary arbitration in the same manner and at the same time as other Players, as provided in Article VI(F). If a Player who is offered salary arbitration is released pursuant to paragraph 7(b)(2) of the Uniform Player’s Contract prior to the date he is actually tendered a Contract, he shall receive termination pay in accordance with the provisions of Article IX(A), computed at a rate not less than his previous year’s salary.
(c) In the event the Club fails to notify the Player in writing of a salary arbitration offer within the first five (5) days of the free agency election period described in Section B(2) of this Article XX, the Player thereafter may elect free agency pursuant to Section B of this Article XX without any restrictions or qualifications. The Club signing the Player shall do so without regard to the compensation and quota provisions of Section B of this Article XX.