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THE BAILEY LEADERSHIP GROUP

Empower Potential. Elevate Performance. Ignite Change.

WHY US…

When individuals grow, teams thrive—and when teams thrive, organizations move forward. We specialize in executive coaching, leadership and team development, and group coaching for high-performing professionals and teams in their mid to later career stages. Whether you're navigating a transition, leading through uncertainty, working to manage conflict productively, or striving for stronger strategic alignment and results, our work helps unlock potential at every level. We bring a curated, practical, human-centered approach that builds clarity, connection, and sustained performance—for individuals and the teams they lead.

OUR APPROACH…

We don’t believe in one-size-fits-all. Every engagement is a curated solution, shaped by your goals, context, and culture. We partner closely with our clients, bringing deep experience, cross-sector expertise, and a commitment to practical, human-centered change. Whether working with an individual or a team, our focus is always the same: helping you achieve meaningful results in a way that feels authentic, strategic, and sustainable.

Testimonials

  • “Ann has been instrumental in coaching me through career transitions and personal growth. Her guidance has strengthened my mindset and helped me approach challenges with confidence. Ann truly cares about her clients, always going above and beyond to support my development. Her personalized approach has made a lasting impact on my career.”

    Healthcare Consultant

  • “Ann brings clarity, insight, and genuine partnership to every stage of the process, from thoughtful conversations to dynamic, engaging sessions and ongoing follow-up. Her work helps our team better understand how to leverage our strengths, build trust, and grow together as a high-performing team. We’re grateful for the opportunity to continue learning with her.”

    Non-Profit Director of Operations

Explore what we offer

Team Development & Coaching   

High-performing teams don’t happen by chance—they’re built with intention and sustained with commitment. Our Team Development & Coaching programs help unlock your team's collective potential by strengthening communication, trust, productive conflict, and alignment. Through facilitated workshops and ongoing coaching, we turn individual strengths into shared success—so your team doesn’t just work together, they thrive together.

1:1 Coaching

You’ve worked hard to build your career—but now you’re at a crossroads. Whether you're feeling stuck in your current role or navigating a transition to something new, 1:1 coaching offers the space, strategy, and support to move forward with purpose. Designed for high-performing professionals in mid to late career, this coaching partnership helps you reconnect with what drives you, clarify your next steps, and confidently shape what’s next.

Group Coaching for Women in Leadership

Leadership can be rewarding—but it can also feel isolating, especially when you're navigating change, growth, or what's next. Our Group Coaching programs are designed for women in mid to senior-level leadership who want to grow in a space that understands their unique challenges. Through honest conversations, shared insight, and strategic coaching, you'll gain clarity, confidence, and community. Because when women lead together, everyone rises.