According to the NHL's collective bargaining agreement, the Montreal Canadiens are edging close to a deadline that few are talking about, specifically with 2013 draft pick Martin Reway.
Though Reway is currently playing in Europe, he was drafted out of the QMJHL, which means that according to section 8.6. (b) (ii) the Canadiens must sign Reway, or extend to him what is called a 'Bona Fide Offer' before the second June 1st after he was drafted, meaning June 1st, 2015, at 5:00pm EST.
A 'Bona Fide Offer' according to the NHL, is an offer for an entry level deal that meets all the league's criteria, and once made, stays on the table for 30 days.