the amount of pedaling when you hit the steepest segment of the hill is the same, for a bike with crank drive or hub drive.What I'm ultimately trying to determine is if a crank motor will mean that I have to pedal too hard up the hills near me. The predictor on your website shows my journey as the following:
If the motor can give at most 500W mechanical power (typical for a bike fitted with 17A controller), then that will be the same either with crank or hub motor.
On a bike with hub motor, you have to maintain a minimum speed of 8mph not to cook the motor, that limits the gradients to about 12%. However, CD motors can leverage on your gears to optimise speed and heat loss.
On a bike with crank motor, you figure out which gear is best for a gradient in seconds, the bike slows down when you shift gear in the wrong direction.