Knowing the kind of person that Tavares is, I would have no doubt that he would go to Leafs management prior to his UFA and as early as this summer, to let them know exactly what he would be asking when doing his contract, so that Leaf management has a very good idea what they have to play with Cap-wise.
For example, I would expect him to let them know he will accept $2.5m (as an example), so that Management knows how to allocate to re-sign our Big 3, as well as ROR. No doubt in my mind Tavares will take less to keep this core together, particularly if we are able to have success this Playoff and push deep.
Cheers,