Reflection Prompts:
Where am I gaslighting myself into believing I “should” be able to keep up with the impossible?
What hard truths about my operating context do I need to say out loud?
Planning Prompts:
What language will I use with my team to normalize the pace and intensity we face?
When will I set aside time to acknowledge, not suppress, the pressures we’re under?
Reflection Prompts:
What fear or scenario do I need to take “out of the box,” name, and then put back?
What practice can I use to let my brain and emotions rest between tough decisions?
Planning Prompts:
What daily or weekly ritual can I schedule to compartmentalize fears and reset?
Who can I share my “boxes” with to keep myself accountable for healthy boundaries?
Reflection Prompts:
What ritual helps me keep my commitment to myself daily (exercise, cooking, meditation)?
How do I create small energy injections that make me sharper, even on tired days?
Planning Prompts:
What 2–3 wellness commitments will I prioritize, no matter what?
Where will I block them on my calendar this week to protect them as seriously as meetings?
Reflection Prompts:
Who are the trusted peers, mentors, or coaches with whom I can share openly?
Do I need to invest in professional counsel to have a safe place for this work?
Planning Prompts:
Who will I intentionally reach out to this month for a candid conversation?
What cadence (monthly, quarterly) do I want for ongoing check-ins with my support system?
Reflection Prompts:
Have I articulated the value and direction each team member is driving toward?
What updates or clarity do they need right now to operate without me?
Planning Prompts:
What 2–3 enterprise goals will I link to every communication this quarter?
How will I integrate clarity checkpoints into my weekly or monthly team meetings?
Reflection Prompts:
How do I know when my gut is speaking vs. when fear is talking?
Who can I invite to “poke holes” in my thinking before I decide?
Which peers or mentors can I source perspective from today?
Planning Prompts:
For my next major decision, whose input will I intentionally seek before finalizing?
What mechanism (roundtable, sounding board, informal calls) will I use to test my thinking?
Reflection Prompts:
What did my last tough decision teach me?
Who can remind me of my strengths when my confidence dips?
Can I conduct a 20-minute time-bound postmortem, extract wisdom, and then let it go?
Planning Prompts:
What process will I adopt for postmortems (timing, format, scope)?
Who will I include in those debriefs to maximize learning and minimize shame?
