Born and raised in the Berkshires, Maggie grew up in a family of local architects, engineers and contractors which shaped her love for design and renovations. She left the Berkshires to pursue a degree in Accounting at the Eisenberg School of Management at the University of Massachusetts. She minored in Spanish and studied in Granada, Spain and Florence, Italy. During her time overseas, she traveled through much of Europe developing an appreciation for different cultures.

After living briefly in Boston and Fort Lauderdale, Maggie returned home to the Berkshires and started her career in the hospitality industry. She soon became the manager of two successful local restaurants while working part time at a local public accounting firm.