Example: If #Leafs want to offer Tanev 6 years x $4 million, and the goal (😉) is to only play three years and spend the last two or three on LTIR (😉), well then, that won't be looked upon fondly later. We've been through this once before, hence the 35+ contract rule...
2. It is expressly prohibited in the CBA for a free agent to agree to a post-contract arrangement for services, say as a team ambassador or in player development, as a way of working outside of the salary cap. That type of deal is outlawed and the #NHL would very likely also consider that circumvention.