I don't know about the 744 requirement but certainly this winter will see their fleet increase in size as Tomson send 2 767 to operate with them. Only 1 will return to rejoin the British fleet with the other remaining on the Swedish register.
Tomson will retire 4 x 757 during the next year these will be fitted with winglets and be trasnferred to operate with TFly Nordic. The 757 operates the Canaries, Dubai and Natal.
Before the latest batch of recruitment the airline only had 1 HEL based pilot. I would assume any transfer to ARN will depend on continued expansion and recruitment to "push" you up the list.