The Quick Question Newsletter

Powerful questions for the conversations that matter.

Every issue contains one question.

A question designed to unlock new levels of collaboration, focus and efficiency for your team.

Expertly designed by me, Mel Rosenthal. Informed by over 4,500 coaching conversations.

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Melissa Rosenthal Melissa Rosenthal

Quick Question: How might I be underestimating my team?

Here is today's quick question for you...How might I be underestimating my team?

Take a moment to consider each member of your team. Mentally review each of them, one by one. What comes to mind when you think about their readiness to take on something new? What you see as ‘not hungry enough’ might be laconic. Or perhaps their tactical focus is a symptom of not having the capacity to think strategically. Is there a risk that you’re holding them back?

Ask it when you're...

  1. Feeling like everyone relies on you - If you're the bottleneck in most decisions, you might be underestimating your team's readiness to step up and own more responsibility.

  2. Surprised by someone's insight - Those moments of "I didn't know they could do that" are signals to consider what other assumptions might be limiting your team's contributions.

  3. Struggling with delegation - If you find it hard to let go of tasks, the issue might not be their actual competence but your perception of it.

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Melissa Rosenthal Melissa Rosenthal

Quick Question: What should I let go of?

Here is today's quick question for you...What should I let go of?

We all have an internal dataset that guides our thoughts, actions and decisions. A set of ‘facts’ that we ‘know’ to be ‘true’. But what if some of those facts are holding us back from achieving something?

Ask it when you're...

  1. Feeling stuck despite your best efforts to move others - When you've tried everything you can think of but keep hitting the same walls, the obstacle might be something you're unwilling to release.

  2. Grasping a new opportunity - What got you here may not get you there. This question can help you determine what to discard to make space for new ways.

  3. Noticing patterns of resistance - When you find yourself consistently avoiding certain conversations, decisions, or opportunities, you might have found something (or someone) that isn’t helping you to progress.

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Melissa Rosenthal Melissa Rosenthal

Quick Question: Why does this decision feel hard?

Here is today's quick question for you...Why does this decision feel hard?

Sometimes, a pros and cons list just doesn’t cut it. When a choice feels unusually tough, it's often because something else is going on. Maybe it challenges our values, our identity, or our vision of the future. Decode that difficulty is the key to simplifying the decision.

Ask it when you're...

  1. Procrastinating - When you find yourself avoiding a decision that looks simple on paper, consider why you might be resisting.

  2. Feeling disproportionately uncomfortable - If the emotional weight doesn't match the practical stakes, there's usually something underneath worth exploring.

  3. Getting conflicting advice - When trusted advisors are pulling you in different directions, the difficulty might stem from competing values rather than unclear facts.

Ask it when you're...

  1. Second-guessing a decision - When that familiar doubt settles in, this question helps distinguish between healthy reflection and destructive rumination.

  2. Facing a high-stakes choice - Before you commit, getting clear on your success criteria prevents you from shifting the goalposts later when pressure increases.

  3. Leading through uncertainty - When your team is looking to you for confidence, acknowledging that "rightness" is often unattainable rather than predetermined can increase their trust in your leadership.

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