Hilliard Ann is a decision strategist and executive coach who has spent nearly twenty years helping leaders, founders, and senior professionals make better choices without spending their entire store of energy on the process of choosing. She began her career in operations leadership, where a six-figure scheduling error in her second year taught her the difference between being busy and being decisive—a lesson she has been researching, testing, and teaching ever since.
Hilliard's practice, based in Portland, Oregon, works with executives across technology, healthcare, and financial services. Her clients include founders scaling their companies, surgeons leading busy departments, and partners juggling client demands with everything else life requires. Her coaching method combines organizational psychology, behavioral economics, and hard-won field experience, and she is known for insisting that clients measure progress in energy and clarity, not just accomplishments.
Her writing on decision fatigue, attention, and sustainable performance has appeared in Fast Company, Harvard Business Review, and Psychology Today. She speaks regularly at conferences and corporate events, where audiences are most likely to remember the line that opens every talk: "Your career doesn't need more hours; it needs better decisions." Her practical newsletter, The Monthly Decision, reaches more than forty thousand readers with one habit, one tool, and one uncomfortable question each month.
When she is not working, Hilliard applies her own systems: a fixed morning stack, one shared family meal plan, and an annual "decision audit" that her two teenagers have learned to dread in a good way. She is currently at work on her next book, about how organizations can design decision systems that protect their best people.