100 Questions to Discover Purpose, Navigate Transitions & Design Fulfilling Work
Designed for career counselors, career coaches, university career services, outplacement consultants, and HR professionals
Everything you need to facilitate transformational career conversations
Perfect for career exploration, transition support, job search conversations, networking prep, interview coaching, and negotiation guidance
Perfect for in-person career counseling, virtual sessions, career fairs, and workshops
Career decisions shape how we express our values and contribute to the world
Questions reveal more than they answer. A well-timed question helps clients see familiar situations with fresh eyes and articulate longings they've never put into words.
Rather than starting with aptitude tests or job market analysis, these questions invite reflection on deeper questions of purpose, meaning, and authentic self-expression.
Today's professionals need not just career plans but career adaptability—the capacity to navigate uncertainty, learn continuously, and make courageous aligned choices.
Career decisions impact all of life. These questions help clients make choices that honor both professional ambitions and personal wellbeing.
With longer work lives, rapid industry change, remote work revolution, and portfolio careers, intentional career conversation is more important than ever.
Questions facilitate meaningful dialogue that creates insight and inspires action, helping clients move from reflection to transformation.
100 questions organized to support every aspect of career clarity and transition
Help clients identify natural talents, developed capabilities, and unique gifts that create value in the workplace.
Surface what matters most and help clients recognize when work serves—or undermines—their sense of purpose.
Assess current competencies, identify gaps, and create development plans for career advancement.
Help clients imagine possibilities and create pull toward a desired future rather than reactive decisions.
Provide frameworks for making choices that serve both practical needs and deeper values amid competing priorities.
Navigate uncertainty while staying grounded in identity, normalizing the emotional journey and surfacing resilience.
Make career choices that honor both professional ambitions and personal wellbeing across all life stages.
Move from reflection to concrete steps, building momentum toward career vision through experimentation and commitment.
Practical guidance for deploying questions effectively across common career counseling scenarios
Use Self-Assessment & Strengths and Values & Purpose questions to help clients gain clarity on who they are and what matters most. Assign 2-3 questions as homework and discuss insights at next session. Start with strengths-based questions to build confidence.
Whether facing layoff, retirement, or career change, transitions trigger both anxiety and possibility. Use Transitions & Change questions to normalize the emotional journey while helping clients see patterns from past transitions they can leverage now.
Keep clients connected to deeper purpose while developing practical strategy. Alternate between vision questions (What impact do you want to have?) and capability questions (What problems can you solve?) to maintain motivation.
Help clients see networking as relationship-building rather than self-promotion. Use questions to articulate their story, identify authentic connection points, and develop the 2-minute 'Who are you?' answer with genuine enthusiasm.
Interviews are conversations, not interrogations. Use questions to help clients prepare authentic responses that showcase both competence and character, revealing the person behind the resume with compelling stories.
Build confidence and clarity needed for successful advocacy. Use values and accomplishment questions to ground negotiation in documented impact. Help clients see negotiation as alignment-seeking, not combat, and practice asking confidently.
Every question is grounded in evidence-based frameworks
VIA Institute's framework for understanding signature strengths and personal qualities that predict career success and satisfaction.
Evidence-based approaches to vision, focus, persistence, and other success factors that drive career achievement and fulfillment.
Frameworks for decision-making under uncertainty, helping clients navigate complex career choices with clarity and confidence.
Evidence-based approaches to human flourishing applied to career development, focusing on strengths and possibilities.
Contemporary career development research including career adaptability, protean career orientation, and lifelong learning principles.
Understanding career as an ongoing process of testing and refining possible selves through action rather than finding one perfect path.
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