Line a rimmed baking sheet with parchment paper and stack on top of a second rimmed baking sheet to prevent the bottom of the bread from getting too browned or burnt. Set on your counter next to where you'll be shaping the dough
Remove the dough from the bowl onto a clean counter. Do not flour the work surface. Press the dough into an 8-inch square, expelling as much air as possible
Using a bench scraper or sharp knife, cut the dough into 3 equal sized pieces. Working with one piece at a time, press or roll using a rolling pin until about ½ inch thick. With the long edge facing you, roll up into a roulade, pinching the edge to seal
Roll against the counter to smooth the edge, applying more pressure on the ends to taper them. Roll until the rope is about 16-18 inches long. If the dough shrinks or resists stretching, cover it loosely with plastic wrap and let it rest for a couple of minutes. Repeat with remaining pieces of dough
Arrange the 3 ropes so they are parallel, about an inch apart. Join the tapered ends together at the top and press to seal them together
Braid the dough by taking the rope farthest on the left and passing it over the middle rope. Next, take the rope farthest on the right and pass it over the middle rope. Continue this process until there is no more dough to braid. Press the 3 ends of the braid together to seal
Starting at the top of the braid, curl the dough inward, like a snail. You are essentially curling the dough into itself to create the round shape. Continue curling the braid around itself until you reach the end. Tuck the end underneath the loaf to seal
Cover loosely with plastic wrap and let the dough rise 4-6 hours or until the challah has puffed up. To test if it’s done proofing, gently poke your pointer finger in the dough. If it bounces back right away, it’s not quite there. If it bounces back slowly, it’s ready