Would either team consider

As a leafs fan I’d probably do it.

Nothing here is needed by TO. Olofsson just isn't the type of player we need on the top 6. And Middlestadt isn't half as good defensively as we need. Giving up a 1st for lateral moves is silly.

Leafs shouldn't. One thing you notice about looking at Olofsson and Mittelstadt's stats are that they produce much more than is normal on the PP. Their 5on5 numbers aren't very good. They won't get the kind of opportunity they have in Buffalo on the Leafs and their production would take a steep downturn because of it. You are moving good assets for poor fits.

nothing here for the leafs worth downgrading their 1st in this draft for. Mittlestadt is even a downgrade on Engvall.
Olofsson could be interesting, but certainly not at the cost of robertson and the pick switches

I agree Olofsson would be interesting in TOR, what would you give for just him @ 50%?