Basic math, no drama at all.
Drai at $14, McDavid at $12.5, Bouchard at ~$10 (in 25-26) means we'll have ~$38.5M tied in 3 players, or roughly 41.6% of an assumed cap of $92.5 M. You ain't winning with that percentage based on historical precedent. Is it possible? Sure, I guess anything is possible, but it is HIGLY unlikely, and setting us up for failure.
Honestly, if Drai is looking for $14+, we need to at least be exploring the trade market for him. Yes, I am aware that trading Drai means McDavid likely leaves, but the haul from trading Drai might mean 2 really good chances at winning the cup, rather than only 1.
Tough spot for the team either way if Drai is trying to squeeze the team.