Complex sentence: Margaret and Frank Leonard Rego Sr. opened Leonard's Bakery in 1952 when his mother encouraged him to sell malasadas, a Portuguese doughnut with no hole, a "crispier" outside, and a "chewier" inside.
Split into simpler sentences: Margaret and Frank Leonard Rego Sr. opened Leonard's Bakery in 1952. Rego's mother had encouraged him to sell malasadas, a Portuguese doughnut with no hole, a "crispier" outside, and a "chewier" inside.