When What’s Worked No Longer Works:
Re-framing Your Story, Reclaiming Your Confidence,
and Clarifying What’s Next
Career transitions at any time—and particularly after 40—often bring more than just practical questions. They can surface self-doubt, uncertainty, and a deeper realization that what’s worked in the past may no longer work in the same way.
Many professionals find themselves trying to fit roles, follow familiar patterns, or prove their value—rather than stepping back to ask, “What do I really want next?”
In this interactive, coaching-style workshop, we’ll focus on what sits beneath the career change or job search: how you see yourself, how you talk about your experience, and how you reconnect with your strengths and voice.
Together, we’ll explore how to quiet self-doubt, build confidence from a place of self-awareness, and begin articulating a personal brand that reflects not just what you’ve done—but the kind of work that truly energizes you and is right for you now.
Through guided reflection and small group discussion, you’ll develop clearer language to communicate your value, navigate conversations with greater confidence, and show up in a way that feels more aligned and authentic.
This session is designed to offer practical insight, renewed clarity, and a stronger foundation for what comes next.
About the Speaker
Kristina O’Brien is an Executive Coach, Advisor, Leadership and Growth Partner with more than 30 years of experience in leadership, relationship management, customer success, and customer and employee experience across IT professional services, consulting, SaaS, and financial services.
A former executive, Kristina has led high-performing teams, guided professionals through promotions, performance challenges, and career pivots, and helped organizations drive meaningful results.
Today, she partners with high-performing professionals, leaders, and teams who are capable and successful—yet often feel stretched, stuck, or under constant pressure. Many are navigating pivotal moments in their careers and lives, including transitions, and know they can’t, and don't want to, continue operating the same way.
Through her work, Kristina helps clients think clearly about what’s next, reconnect with their truth and voice, and step into their own power. Her approach is grounded in deep partnership, self-awareness, and values—supporting people in creating meaningful, sustainable work and lives aligned with who they are today.
This will be a VIRTUAL MEETING!
