My Sage Chats Discovery Call

Icebreakers

8 entries

Quick warmups that build connection and presence at the start of a meeting. Most take 5-15 minutes and work with any group size.

Your Life in a MinuteTell your whole life story in 60 seconds. Then do it again -- no repeats.
10-20 minTrust-building · New groups
↻ flip
Your Life in a Minute

Each member gets exactly one minute (timed) to tell their entire life story. Then go again -- no repeating anything from round one.

Round one reveals what people lead with. Round two reveals what they hide. By round three, people share things they hadn't planned to say.

↻ flip
KeychainsEvery key tells a story. House, office, parents' place -- a map of your life.
15-25 minConnection · Any stage
↻ flip
Keychains

Everyone takes out their keychain and tells a short story about each key. House, office, car, parents' place -- every key maps someone's life in a surprisingly intimate way.

Low-barrier, concrete, and almost always surfaces something unexpected.

↻ flip
Childhood MischiefWhat trouble did you get into as a kid? The stories reveal who you still are.
10-15 minWarmth · Any stage
↻ flip
Childhood Mischief

Tell the group about something mischievous you did as a child. Simple, disarming, and it reliably gets people laughing. The stories often reveal early personality traits still very much in play.

↻ flip
Most Treasured MemoryOne memory you'd keep above all others. The choice says everything.
10-15 minDepth · Established groups
↻ flip
Most Treasured Memory

Each member shares their most treasured memory. The choice reveals what someone values most, and the telling often surfaces unexpected emotion.

Best for groups with established trust. In a new group, this can feel too exposed too fast.

↻ flip
Proudest MomentBring the room's energy up. Let people see each other through accomplishment.
10-15 minEnergy · Any stage
↻ flip
Proudest Moment

Share the proudest moment of your life. Brings positive energy and lets people see each other through accomplishment rather than struggle. Good counterbalance after heavy emotional work.

↻ flip
Communicate to the DeadWho would you talk to? What would you say? Goes deep, fast.
15-20 minDepth · Established groups
↻ flip
Communicate to the Dead

If you could communicate with anyone who has passed away, who would it be and what would you say? Surfaces grief, unfinished business, gratitude, and regret -- often all at once.

Use with care. Best for groups with established trust.

↻ flip
The Day You'd EraseOne day gone forever. Or one day you'd live again. Regret meets joy.
10-15 minVulnerability · Established groups
↻ flip
The Day You'd Erase

If you could scratch any one day from your life, what day and why? The inverse works too: which day would you relive?

Erase surfaces regret and shame. Relive surfaces joy and loss. Using both creates range.

↻ flip

Discussion Prompts

14 entries

Structured questions that open a focused group conversation. The moderator poses the prompt and each member responds in turn. Most fill 30-60 minutes.

Trust vs. VulnerabilityWhich comes first? The answer shapes how you show up in every relationship.
30-45 minTrust · Any stage
↻ flip
Trust vs. Vulnerability

Which comes first -- trust or vulnerability? Do you need to trust someone before being vulnerable, or show vulnerability to learn if you can trust them?

Goes to the heart of how forum works. Helps members see their patterns.

↻ flip
Buckets of SuccessName your three measures of success. Then notice which buckets are empty.
30-45 minValues · Mid-life reflection
↻ flip
Buckets of Success

What are your top three "buckets" for measuring success? How have they changed? Which feel full, which feel regrettably empty?

Reveals the gap between what people say they value and where they actually spend their energy.

↻ flip
Advice to Your Other SelfWhat would your future self tell you? What would you tell your younger self?
20-30 minPerspective · Any stage
↻ flip
Advice to Your Other Self

What would your 20-year older self tell you today? What would you tell your 20-year younger self?

The backward version surfaces wisdom people already have but aren't applying. The forward version forces them to confront what they're avoiding.

↻ flip
What Legacy Will You Leave?Not your obituary. Your impact. The gap between the two is where the work lives.
30-45 minPurpose · Established groups
↻ flip
What Legacy Will You Leave?

Not your obituary -- your legacy. An obituary lists accomplishments. A legacy is about impact on other people.

Works best when the moderator draws out the gap between what members are doing now and the legacy they described.

↻ flip
The Obstacle Is the WayCan what's blocking you become the path forward? Stoic wisdom for stuck moments.
30-45 minResilience · Any stage
↻ flip
The Obstacle Is the Way

Stoic philosophy: are there obstacles in your life that might benefit from being turned upside down? Can what's blocking you become the path forward?

Works well when members are stuck in binary thinking.

↻ flip
Free Spirit or Perfectionist?You know which one you are. The question is what it costs you.
20-30 minSelf-awareness · Any stage
↻ flip
Free Spirit or Perfectionist?

Where do you fall on the spectrum? How does this shape your decisions, interactions, happiness? Would you change it?

People know which end they lean toward. The interesting question is what it costs them.

↻ flip
Growth Mindset CheckDo you value what you're good at, or your willingness to learn?
30-40 minMindset · Any stage
↻ flip
Growth Mindset Check

Do you value yourself for what you're good at, or for your willingness to learn? When did you last stick with something impossible until it became achievable?

Based on Dweck. Forum twist: members often preach growth mindset at work but live in fixed mindset at home.

↻ flip
How Well Do You Listen?Be honest about your listening failures. Then set a goal and report back.
30-40 minSkills · Any stage
↻ flip
How Well Do You Listen?

Do you anticipate what someone will say? Think about your response while they're still talking? Be honest.

Set a listening goal before the next meeting. Come back and report. Direct feedback loop into how the forum operates.

↻ flip
Two Extra HoursTwo hours a week, no work or family allowed. What would you do?
15-20 minPriorities · Light
↻ flip
Two Extra Hours

Two extra hours each week for a year -- you cannot use them for work, family, housework, or exercise. What would you do?

The constraints force past default answers. What emerges is often a neglected part of themselves.

↻ flip
Side Hustle / Passion ProjectName it out loud and the group holds you accountable.
20-30 minEnergy · Any stage
↻ flip
Side Hustle / Passion Project

What is your side passion project, or what do you want it to be? How can your forum members help?

Built-in accountability: once you've told the group, they'll ask next month. Shifts forum from reflective to action-oriented.

↻ flip
Celebrate What You Want More OfNotice what's working. Celebrate it. Then make more of it happen.
15-20 minPositivity · Any stage
↻ flip
Celebrate What You Want More Of

What have you noticed recently that you want more of? Celebrate it, then ask: what can you do to make more happen?

Inspired by Tom Peters. Good counterweight when forum has been heavy on problems and light on appreciation.

↻ flip
What Does Home Mean to You?A place? A person? A feeling? Each answer opens a different window.
20-30 minIdentity · Established groups
↻ flip
What Does Home Mean?

Is "home" the place you live, the place you grew up? A person? A feeling? How does your sense of home influence how you move through the world?

Deceptively rich. Each answer opens a different window into identity.

↻ flip
The Inner CriticName the voice. Whose is it? When is it loudest? Naming reduces its power.
30-40 minSelf-awareness · Established groups
↻ flip
The Inner Critic

Describe your inner critic's voice. What does it say? Whose voice does it use? When is it loudest?

Connects to the Saboteur Assessment. Naming the critic out loud, in a group, often reduces its power.

↻ flip
Year-End ReflectionTen questions that cut through the noise of a year. Give them in advance.
45-60 minReview · Annual
↻ flip
Year-End Reflection

10 structured questions. What happened this year you'll remember forever? How did another person help you? What accomplishment are you most proud of?

Works in December or January. Give questions in advance. Combine with goal-setting.

↻ flip

Exercises

8 entries

Structured activities with setup, materials, and facilitation steps. These take real meeting time and go deep. Plan for 45-90 minutes.

LifelinePlot your highs and lows from birth to today. The foundational exercise.
90-120 minFoundational · Year 1
↻ flip
Lifeline

Plot high and low points on a timeline from birth to today. 10 minutes to draw, 5-8 minutes each to share.

Materials: Whiteboard, markers.

Often the single most important exercise a forum does. Establishes the shared foundation every future conversation builds on.

↻ flip
Brown BagA few objects, ranked. What you bring reveals more than what you say.
45-75 minTrust-building · Year 1
↻ flip
Brown Bag

3 to 5 physical objects representing the most important things in your life. Reveal from last to first.

Setup: Assign a month in advance. 5-8 minutes per person.

Objects bypass intellectualizing. The ranking reveals priorities, not just interests.

↻ flip
Five Regrets of the DyingThe deathbed frame cuts through every rationalization.
45-60 minPerspective · Any stage
↻ flip
Five Regrets of the Dying

Based on Bronnie Ware. The five: not living true to myself, working too hard, not expressing feelings, losing touch with friends, not allowing more happiness.

The deathbed frame cuts through rationalization. People stop defending choices and start examining them.

↻ flip
Me and My MoneyThe last taboo. Three rounds. Often the most valuable exercise a forum ever does.
60-90 minDepth · Established groups
↻ flip
Me and My Money

Three rounds. Rate concern (1-10). What creates that level? What have you tried to reduce it?

Money is one of the last taboos among successful people. Often cited as the single most valuable exercise in a forum's history.

↻ flip
Reimagining My FutureEight life domains. Rate your satisfaction. The visual makes imbalance undeniable.
60-90 minTransitions · Mid-career+
↻ flip
Reimagining My Future

Dharma Wheel: rate satisfaction across eight domains -- family, financial, social, self, health, volunteer, spiritual, career.

The visual makes imbalances obvious in a way conversation doesn't. Especially powerful for the second half of life.

↻ flip
Wheel of LifeClassic coaching tool. Satisfaction, not achievement. See where the flat tire is.
45-60 minSelf-assessment · Any stage
↻ flip
Wheel of Life

Classic coaching tool. Rate satisfaction (1-10) across life domains. Key: ratings measure your satisfaction, not objective achievement.

When someone sees their wheel is a flat tire in one area, the group doesn't need to convince them -- they can see it.

↻ flip
Out of the Blue Thank YousWrite a thank-you note by hand, in the room. Then mail it.
30-45 minGratitude · Any stage
↻ flip
Out of the Blue Thank Yous

Bring blank stationery. 10-15 minutes writing a thank-you note to someone who made a meaningful impact. Share who and why. Mail the note.

Materials: Cards, pens, envelopes, stamps.

Writing by hand in a room of peers creates a different quality of attention. This has a life beyond the meeting.

↻ flip
Sharing AppreciationWrite to every member. Read aloud. Vulnerability that strengthens the bond.
30-45 minConnection · Retreat / Annual
↻ flip
Sharing Appreciation

Write an appreciation note to every other member. Hand them out. Each person reads their received appreciations aloud.

Reading aloud adds vulnerability that strengthens the bond. Best at a retreat or year-end ritual.

↻ flip
← Back to Resources