Why "Where Are You Most Stuck Right Now?" Is a Game-Changing Question
When guiding someone through a career transition or challenge, one question can cut through the noise and unlock meaningful progress: “Where are you most stuck right now?” It’s a simple yet powerful tool for career coaches, mentors, and leaders alike. Here’s why this question is so transformative—and how it helps clients move forward.
It Gets to the Heart of the Matter
Career struggles often feel tangled and overwhelming. Clients might describe vague frustrations like “I’m unhappy at work” or “I don’t know what’s next,” but the real obstacle remains hidden. Asking “Where are you most stuck?” forces clarity. Are they paralyzed by self-doubt? Overwhelmed by too many options? Fearful of failure? By naming the specific barrier, the problem becomes actionable.
For example, a client might realize their “stuckness” stems from a lack of confidence in their skills, not a lack of opportunities. That insight shifts the focus from job hunting to skill-building or mindset work—a far more effective strategy.
It Encourages Self-Awareness
Many people don’t pause to reflect deeply on their career challenges. They might blame external factors (“My industry is too competitive”) or default to surface-level solutions (“I’ll just update my résumé”). But this question invites introspection. It requires clients to look inward and articulate what’s truly holding them back.
Often, the answer surprises them. A client might start by saying they’re stuck in a toxic workplace, only to realize their deeper struggle is a fear of starting over. That self-awareness is the foundation for meaningful change.
It Builds Trust and Empathy
Career transitions are vulnerable. Clients may feel ashamed of their uncertainty or hesitant to admit perceived failures. Asking “Where are you stuck?” signals that you’re not there to judge—you’re there to help. It creates a safe space for honesty and fosters a collaborative partnership.
When a client feels heard and understood, they’re more likely to engage fully in the coaching process. Trust becomes the bridge between stagnation and action.
It Creates a Path Forward
Once the “stuck point” is identified, the path forward becomes clearer. A client who’s unsure about their next step might need exploratory conversations or informational interviews. Someone fearing rejection might benefit from reframing setbacks as learning opportunities. Others might need help prioritizing goals or breaking overwhelming tasks into smaller steps.
This question transforms vague aspirations into targeted strategies. It turns “I don’t know where to start” into “Here’s exactly what’s blocking me—and here’s how I’ll address it.”
A Question That Sparks Growth
As a career coach, your role isn’t to have all the answers—it’s to ask the right questions. “Where are you most stuck right now?” is a catalyst for reflection, trust, and action. It empowers clients to take ownership of their challenges and equips them with the clarity to move forward.
So, whether you’re a coach, mentor, or leader, try asking this question in your next conversation. You might be surprised by the breakthroughs it unlocks. Or, try using the question on yourself. You might be surprised at the results.