Meet Jonathan Sheeley
Jonathan Sheeley is a business strategist, leadership coach, and challenger of the status quo. He works with business owners and executive teams who sense that growth alone isn’t the goal—they want to build something that lasts. His work helps leaders design stronger organizations, develop capable teams, and install operating rhythms that free them from constant firefighting.
Jonathan is the founder of Sheeley Executive Consulting, a leadership advisory firm serving small-to-mid-sized businesses across Wisconsin and beyond. At the center of his practice is the Legacy Leadership Architecture—a strategic system that equips leaders to establish direction, align people, and build decision-making and execution structures that scale beyond the founder. The result is an organization that performs today and endures tomorrow.
His background bridges strategic planning, marketing, and organizational development. Before launching his firm, Jonathan spent over a decade leading teams in higher education and communications, giving him a firsthand understanding of how vision and execution either reinforce or undermine each other. He’s known for seeing possibilities others miss, cutting through noise, and turning complexity into clear, actionable strategy.
Jonathan’s approach is grounded in proven frameworks, including Business Made Simple and Full Focus, where he holds formal certifications. More than tools, these systems shape how he designs engagements, builds leadership habits, and helps clients move from reactive management to intentional leadership—without sacrificing health, family, or core values.
Clients trust Jonathan for his candor, creativity, and ability to quickly identify what isn’t working and build something better. His work spans strategic planning intensives, leadership resets, executive masterminds, and ongoing advisory partnerships.
Outside of consulting, Jonathan enjoys reading, exploring new ideas, and life in Wisconsin with his wife Nicole and their two children—often on a family walk or out on the golf course.

