🌙 “Sleeping On It” Big Life Decision Question Sets - Deepstash
🌙 “Sleeping On It” Big Life Decision Question Sets

🌙 “Sleeping On It” Big Life Decision Question Sets

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1. For Women

(Career, relationships, family, self-growth, life direction, health, etc.)

✅ How does this decision align with the life I envision for myself?

✅ Does this feel like expansion or contraction in my body?

✅ Am I choosing out of love, fear, obligation, or expectation?

✅ What would I advise my future daughter or younger self?

✅ Will this nourish my well-being mentally, emotionally, spiritually?

✅ What is my intuition gently whispering beneath the noise?

✅ How would I feel about this decision if no one judged me?

✅ After a good night’s sleep, does clarity feel stronger or weaker?

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2. For Men

(Career, responsibility, relationships, purpose, identity, health, etc.)

✅ Am I acting out of strength, clarity, or pressure to perform?

✅ Does this align with the kind of man I want to become?

✅ Is this choice fueled by ego, security, growth, or purpose?

✅ What would I tell my younger brother or son in this situation?

✅ Am I choosing short-term comfort over long-term fulfillment?

✅ How does my gut respond when I quiet my logical mind?

✅ Who benefits most from this decision, and is that aligned with my integrity?

✅ Do I feel clearer or more unsettled after resting on it?

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3. For Young Adults (18-30)

✅ Am I doing this because I want to, or because I feel I “should”?

✅ How might this shape my life five years from now?

✅ Does this choice excite me, scare me, or drain me?

✅ If failure wasn’t a factor, would I still choose this?

✅ Is this about pleasing others or honoring myself?

✅ After sleeping on it, do I feel more peace or more anxiety?

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4. For Middle-Aged Adults (30-60)

✅ Does this decision move me closer to the life I truly desire?

✅ Is this honoring my health, peace, and long-term vision?

✅ Am I reacting to fear of change or thoughtfully embracing growth?

✅ What impact does this have on those I love?

✅ Am I sacrificing my fulfillment for comfort or stability?

✅ What wisdom has life already taught me about decisions like this?

✅ After rest, do I feel subtle certainty or lingering doubt?

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5. For Elderly (60+)

✅ Is this decision in alignment with how I wish to experience my remaining years?

✅ Will this bring me peace of mind or daily stress?

✅ Am I acting out of fear of burdening others or honoring my needs?

✅ What choice reflects the wisdom I’ve gathered over a lifetime?

✅ Is this supporting my dignity, comfort, and autonomy?

✅ After quiet reflection and rest, do I feel acceptance or hesitation?

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6. For Teenagers (13-18)

(Friendships, school, identity, boundaries, hobbies, early life choices)

✅ Is this true to who I really am, or am I trying to fit in?

✅ Could this decision hurt me or others in ways I haven’t thought of?

✅ Would I be proud to tell someone I trust about this?

✅ If I take time to breathe and sleep on it, does my answer change?

✅ Am I being true to myself or following the crowd?

✅ What would my future self thank me for?

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7. For Kids (6-12)

(Friendship, activities, saying yes/no, small responsibilities, standing up for self)

✅ Do I really want to do this, or am I being talked into it?

✅ How would I feel about this tomorrow morning?

✅ Will this make me happy, sad, or scared?

✅ What would my mom/dad/teacher say about this choice?

✅ If I had magic glasses to see the truth, what would they show?

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8. For Toddlers (2-5)

(Simple choices, feeling overwhelmed, gentle guidance for parents)

Parent prompts to help toddlers:

✅ “Does your tummy feel happy or yucky thinking about this?”

✅ “Do you want to think about it after your nap?”

✅ “What does your heart say — yes or no?”

✅ “Let’s rest, then you can decide.”

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9. For Babies (0-2)

(For parents making choices on behalf of baby: sleep, health, routines, care)

✅ Is this decision guided by love and their well-being?

✅ Am I making this from calm, rested energy or exhaustion?

✅ Have I paused, taken a breath, and trusted my instincts?

✅ After resting myself, do I feel peace about this choice?

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10. For Anyone, Anytime

(Universal reflection for all humans in a big decision moment)

✅ Does this choice feel aligned with love, growth, and integrity?

✅ If I zoom out, what does the whole picture reveal?

✅ After a good sleep, what does my calm, rested self say?

✅ Am I rushing to escape discomfort or choosing to honor truth?

✅ Can I live with this choice five years from now?

✅ What does stillness, not stress, reveal about this decision?

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🌟 Optional Practice: The “Sleep On It” Ritual

Write down the decision and your current thoughts.

Breathe deeply for 3 minutes, grounding your body.

Set the intention: “Clarity will come with rest.”

Sleep, meditate, or walk away for a while.

Revisit the decision with the question set.

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I. For Women (Cisgender & Trans Women)

(Relationships, career, motherhood, health, identity, safety, purpose, etc.)

Reflective Questions:

Does this decision nurture or deplete me?

Am I being guided by love, fear, or societal expectation?

Does this align with my values as a woman and as a human?

How does this impact my mental, physical, and emotional health?

Am I honoring my boundaries or ignoring them?

What would my future self, a wise elder version of me, advise?

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II. For Men (Cisgender & Trans Men)

(Masculinity, relationships, career, identity, purpose, legacy, etc.)

Reflective Questions:

Am I acting from grounded strength or reactive pressure?

Does this reflect the man I strive to become?

Am I choosing courage or avoiding discomfort?

How will this affect those I care for and myself?

Is this aligned with personal integrity or external approval?

What quiet truth emerges when I step back and rest?

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III. For Non-Binary & Gender Non-Conforming Individuals

(Authenticity, identity, relationships, boundaries, self-worth, etc.)

Reflective Questions:

Is this decision affirming my authentic self or diminishing it?

Am I choosing based on inner truth or external pressure?

Does this support my well-being and self-expression?

Am I hiding, conforming, or showing up fully as I am?

How might this decision impact my safety, joy, and peace?

What would my most free, future self choose?

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IV. LGBTQ+ Inclusive Layer (For All Identities)

(Coming out, relationships, safety, authenticity, chosen family, etc.)

Reflective Questions:

• Is this decision rooted in self-love and dignity?

• Am I compromising my truth to fit expectations?

• How does this choice affect my mental health and safety?

• Does this bring me closer to or further from my chosen family?

• Am I acting from fear or from empowerment?

• After resting, does this decision feel more grounded or unsettled?

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✅ V. By Age Groups

1. Babies & Toddlers (0-5) — Parental Reflections

Am I making this choice from love or exhaustion?

Will this support their safety, comfort, and development?

Is my instinct guiding me clearly after some rest?

Have I taken care of myself so I can decide calmly?

2. Kids (6-12)

(Friendships, saying no, early decisions, identity expression)

Kid-Friendly Questions:

Do I really want to do this or am I being talked into it?

Will this make me feel happy, nervous, or sad?

What would my trusted grown-up say?

If I sleep and dream about it, what feels right after?

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✅ V. By Age Groups

3. Teenagers (13-18)

(Friendships, boundaries, school choices, first relationships, identity)

Reflective Questions:

Is this true to who I am or to who others want me to be?

Could this hurt me or others in a way I’ll regret?

How would my future self feel looking back on this?

Am I following my truth or chasing approval?

After sleeping on it, does my gut say yes or no?

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✅ V. By Age Groups

4. Young Adults (18-30)

(Career, identity, education, relationships, independence, self-discovery)

Reflective Questions:

Am I doing this because I deeply want to or because I “should”?

Where could this lead me in 3-5 years?

Does this choice feel expansive, restrictive, or draining?

If fear weren’t a factor, what would I choose?

After resting, does clarity grow or does doubt deepen?

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✅ V. By Age Groups

5. Adults (30-60)

(Career pivots, relationships, family, health, purpose, life direction)

Reflective Questions:

Is this aligned with the life I’ve been building?

Am I honoring growth or clinging to comfort?

How will this affect my health, peace, and relationships?

What is my deepest value guiding me toward?

After a full night’s sleep, what quiet truth arises?

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✅ V. By Age Groups

6. Elderly (60+)

(Health, living arrangements, legacy, family, peace, autonomy)

Reflective Questions:

Is this bringing me peace or unnecessary stress?

Am I deciding from love for myself and my future well-being?

Does this align with how I wish to experience my remaining years?

What wisdom has life already shown me about similar choices?

After quiet reflection, what feels settled in my heart?

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