Ashley Lesko, MBA, PhD

President, Square Peg Solutions

Ashley Lesko has a multi-faceted background working as a naval officer, operations manager, financial controller, and professor. In her first career in the Navy as a surface warfare officer, she led hundreds of sailors on two ships, a destroyer and cruiser, based in San Diego, California and Norfolk, Virginia. She was responsible for a multitude of leadership practices.

She was an operations manager for in the fulfillment center, leading over 200 associates and three managers throughout the year, including busy peak periods of the holiday season where labor increased over five times. She has been the leader of numerous employee-centric continuous improvements, labor planning activities, talent analysis and acquisitions, work designs, and employee performance development strategies.

She was a financial controller for, wearing multiple hats of human resources, operations, and finance through budgeting, planning, accounting, labor allocating, and training while financially managing three buildings.

She now leads Square Peg Solutions, a leadership development and career engagement firm specifically for new and front line managers, those who are in the formative years of their leadership career, or are the direct lines of leadership on the floors and main lines of business. She focuses on the managers at the individual level, and helps them design their leadership.


  • MBA Massachusetts Institute of Technology
  • PhD Sullivan University