As with anything, it's great when it works. Romo was great at this, but as we saw throughout his career, if you're counting on winning games because your QB needs to make a lot of "off schedule" plays, most times things won't go your way, especially in the playoffs.
So, if we're counting on Dak's escapability (as opposed to just calling good plays, and then Dak making the right reads from within the pocket), bad things will happen...like sacks, sack-fumbles, eventual injuries, etc.
I know we like to think that QBs can develop a good "feel" for the pocket, but in reality, they don't have eyes in the backs of their head/helmet, so ultimately most QBs are taught to step up, and take off when the pocket starts to collapse. But it's all a gamble...unless you're super quick like the Ravens QB who can escape quickly.
Careful what you wish for...
Those amazing plays will put Romo in the Ring of Honor, but only produced 2 playoff victories in 10 seasons. Thus, I'll pass on counting on Dak's escapability....and still think they should focus on Dak reading the defense better pre-snap, so he can make the proper read quickly, and get rid of the ball.