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About

Jill Gilliland.

Founder & CEO, HPX Leaders

Growth Systems Advisor · Strategic Planning · Executive Leadership · Private Equity Advisor

Jill Gilliland

The biggest obstacle to growth is rarely opportunity — it's complexity.

As organizations grow, priorities become blurred, recruiting struggles to keep pace, leaders become overwhelmed, and execution begins to slow. That's where Jill Gilliland comes in.

Jill is a Growth Systems Advisor who helps founders, CEOs, executive teams, private equity firms, healthcare organizations, and nonprofit leaders create clarity, align their organizations, and build the systems that turn ambitious goals into measurable results.

With more than 20 years of executive leadership and consulting experience, Jill has built growth strategies, transformed recruiting organizations, guided leadership teams through change, and advised companies during critical stages of expansion. Her work combines strategic thinking with operational execution — helping organizations move beyond planning to building systems that scale.

Engagements

Clients engage Jill to:

  • Develop strategic growth plans that align leadership around clear priorities
  • Build high-performing recruiting and talent acquisition organizations
  • Improve organizational structure, leadership effectiveness, and execution
  • Facilitate executive strategy sessions and leadership retreats
  • Advise private equity firms on growth strategy, operational improvement, and talent optimization
  • Serve as a trusted executive advisor or board member during periods of growth and transformation

The Strategic Clarity Workshop

Jill is also the creator of the Strategic Clarity Workshop, an interactive experience that equips leaders with practical frameworks to cut through complexity, identify their highest-value opportunities, and leave with a strategic roadmap they can immediately implement.

Her approach is grounded in a simple belief: sustainable growth doesn't happen by working harder — it happens when people, strategy, and systems work together.

Whether she's advising a founder preparing for the next stage of growth, helping a private equity portfolio company accelerate performance, or guiding a nonprofit through strategic planning, Jill is known for bringing clarity to complexity, building alignment across leadership teams, and creating practical systems that deliver lasting impact.

Explore the Workshop

Expertise

Areas of Expertise

Strategic Planning & Growth Strategy

Executive Leadership & Team Development

Organizational Design & Operating Systems

Recruiting & Talent Acquisition Strategy

Private Equity Portfolio Advisory

Board Governance & Executive Advising

Leadership Workshops & Facilitation

Business Transformation & Change Leadership

"Sustainable growth doesn't happen by working harder — it happens when people, strategy, and systems work together."

— Jill Gilliland

Let's talk.

A 30-minute discovery call is free — and usually worth it.