During a Transaction, can a Football Agent terminate the Representation Agreement with a player, then enter into another Representation Agreement with the releasing club and re-engage with that same player?

This is called “switching”. It is where a Football Agent represents a player but then switches to act for a club in the same Transaction, in this case the releasing club. Each case is different, but it is very likely that it would fall under article 16 paragraph 2 (c) of the FFAR, which prohibits conflicts of interest, and/or article 18 paragraph 2 (d) of the FFAR, which prohibits clubs from interfering in, or influencing, the freedom of an Individual to select a Football Agent. Therefore, switching could lead to an investigation and, possibly, sanctions.