Start by unbuttoning the entire sleeve.
Fold the shirt halfway up your arm, so that the cuff lies across the elbow.
Roll the bottom sleeve up the arm once, so it covers cuff’s seam.
Roll the bottom of the sleeve up the arm one more time, starting from the bottom inside corner and tug the upper, outside fold so it sticks out.
To achieve that scrunched look, push the sleeve up the arm so the cuff sits comfortable right above the elbow.
Final Look
Voila! An effortless cuffed sleeve look you can try with all of crisp your button-ups.
The goal is for the cuff to look considered, but not overly considered.