Category: Do something that scares you every day
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Day 37: Write a Post Praising Someone Who Inspires You—and Tag Them
The Idea: Today’s challenge is to write a sincere public post—on social media or a blog—about someone who inspires you. Praise who they are, what they do, and how they’ve impacted your life or mindset. Then tag them (if appropriate) so they know. ⸻ Why It’s Good: Public praise feels scary because it exposes your…
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Day 36: Initiate a Conversation with Someone You Usually Avoid Talking To
The Idea: Today’s challenge is to start a genuine, kind conversation with someone you usually avoid or overlook—someone you pass often but never really speak to. This could be a neighbor, a colleague you barely know, a person who makes you nervous, or even someone you’ve quietly judged. Why It’s Good: It takes real courage…
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Day 35: Go to a Public Place and Offer Free Compliments
The Idea: Today’s challenge is to stand in a public area—like a park, plaza, or shopping street—with a small sign that says “Free Compliments” and offer genuine, kind compliments to people who pass by. You’re not selling anything. You’re just giving people a reason to smile. ⸻ Why It’s Good: Giving compliments in public feels…
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Day 34: Leave an Anonymous Encouraging Note in a Public Place
The Idea: Today’s challenge is to write a short, uplifting note—something encouraging, hopeful, or kind—and leave it anonymously in a public place for a stranger to find. The goal is simple: create a moment of unexpected light in someone’s day, without needing credit. Why It’s Good: It might feel strange or vulnerable to put your…
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Day 33: Proactively Speak Up About Something That Matters to You
The Idea: Today’s challenge is to start a conversation with someone—on purpose—about something you believe in, care about, or want to change. Instead of waiting for the right moment or reacting to something someone else says, you take the initiative to speak up. Whether it’s a cause, a personal value, or a principle, today you…
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Day 32: Go and Say Thank You to Someone Who Helped You in the Past
The Idea: Today’s challenge is to seek out someone who helped you at some point in your life—someone who supported you, believed in you, or showed you kindness when you needed it—and thank them in person. Not with a text, not with a gift—just with your presence and honest words. Why It’s Good: Reaching out…
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Day 30: Ask Someone for Honest Feedback About Yourself
The Idea: Today’s challenge is to ask someone you trust for honest feedback about how you come across—your strengths, blind spots, or things you could improve. It could be a friend, colleague, mentor, or family member. The goal is to listen without defending yourself. Why It’s Good: Asking for feedback feels vulnerable because it opens…
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Day 29: Record Yourself Saying Your Goals for the Year—Then Post It Publicly
The Idea: Today’s challenge is to record a short video of yourself clearly stating your goals for the year—personal, professional, or spiritual—and then post it publicly on social media. The goal isn’t to impress others. It’s to declare your vision out loud, take ownership of it, and step boldly into accountability. Why It’s Good: Publicly…
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Day 27: Share a Personal Story with a Group of Strangers Online
The Idea: Today’s challenge is to write and share a real personal story—something meaningful, vulnerable, or transformative—on a public online platform where strangers can read it. This could be a story about a mistake, a lesson, a fear, or a turning point. The goal is to be real, not polished. Why It’s Good: Opening up…
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Day 26: Write and Mail a Handwritten Letter to Someone You Miss
The Idea: Today’s challenge is to write a handwritten letter—not a text or email—to someone you miss. Maybe it’s someone you’ve grown distant from, someone who moved away, or someone you haven’t spoken to in years. Write from the heart, seal it, and mail it. Why It’s Good: Reaching out first is hard. It makes…
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Day 25: Go Into a Shop and Compliment an Employee to Their Manager
The Idea: Today’s challenge is to visit a store, café, or business, speak to a manager or supervisor, and compliment one of their employees by name. It could be about their helpfulness, kindness, or how they made your experience better. This challenge is about stepping up to speak good behind someone’s back—on purpose. Why It’s…
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Day 24: Tell Someone Exactly What You Admire About Them
The Idea: Today’s challenge is to choose someone in your life—family, friend, colleague—and tell them clearly and specifically what you admire about them. Not just “you’re great,” but a full sentence or two that highlights who they are and why it matters. Say it in person, on a call, or with a voice message. Why…
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Day 22: Wear Something Bold That Expresses Who You Are
The Idea: Today’s challenge is to wear something that boldly expresses your personality, beliefs, or creativity—something you normally feel too nervous to wear. It might be a bright color, a handmade T-shirt with a message, vintage clothes, or an accessory that makes a statement. Then, go out in public wearing it with pride. Why It’s…
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Day 21: Walk Up to Someone and Thank Them for Their Work
The Idea: Today’s challenge is to walk up to someone you don’t know—someone working in public—and sincerely thank them for what they do. It could be a cleaner, a bus driver, a security guard, a shelf-stocker, or a delivery person. Look them in the eye, say thank you with meaning, and then go on your…
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Day 20: Sing in a Public Place—Without Trying to Be Perfect
The Idea: Today’s challenge is to go to a quiet public place—a park, a street corner, an open field—and sing one song out loud. Not to impress. Not to perform. Just to sing, as you are, for no one but the world. Whether your voice is pitch-perfect or shaky, this is about being bold enough…
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Day 19: Write a Letter to Someone You’ve Hurt—and Apologize Honestly
The Idea: Today’s challenge is to write a heartfelt letter to someone you’ve hurt in the past. No excuses, no justifications—just an honest apology. You don’t have to send it (though you can), but the act of writing it truthfully and with humility is the challenge itself. Why It’s Good: Admitting fault feels terrifying. It…
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Day 18: Ask to Speak at an Open Mic or Public Event
The Idea: Today’s challenge is to find an upcoming open mic, community gathering, or local event where people are invited to speak—and sign up. Whether you read a poem, share a short story, or speak about something you care about, the act of standing up in front of others will stretch your courage in powerful…
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Day 17: Stand Somewhere Holding a Sign That Shares a Belief You Stand For
The Idea: Today’s challenge is to go to a public place—like a park, plaza, or sidewalk—and hold up a handmade sign that shares something you believe in deeply. It should be a positive message about a principle you care about, something good that most people overlook or forget. You won’t be shouting or protesting—just standing,…
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Day 16: Write a Post About Something You’re Struggling With—Then Share It Publicly
The Idea: Today’s challenge is to write a short post—just a few sentences—about something real you’re struggling with right now. Then, share it publicly. That could be on social media, a blog, or a community forum where people know you. The goal isn’t to vent or seek pity—it’s to practice brave honesty. Why It’s Good:…
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Day 15: Record a Video of Yourself Saying Something Honest—Then Watch It
The Idea: Today’s confidence challenge is to film a short video of yourself saying something true, emotional, or difficult—and then watch it back without judgment. You don’t have to share it with anyone. The act of recording, watching, and sitting with your own vulnerability is the challenge. Why It’s Good: Many people are deeply uncomfortable…
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Day 13: Leave a Voice Message for Someone You Admire
The Idea: Today’s challenge is to send a voice message—not a text—to someone you admire. It could be a friend, a mentor, a past teacher, or even someone you only know online. Tell them, in your own voice, something you appreciate about them or how they’ve inspired you. Why It’s Good: Leaving a voice message…
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Day 12: Read an Inspirational Message Aloud in a Public Place
The Idea: Today’s challenge is to go to a public place—like a park, a plaza, or a sidewalk bench—and read an inspirational quote or short uplifting message out loud. Just once. Just loud enough for others nearby to hear. You’re not preaching. You’re practicing presence and voice. Why It’s Good: Speaking aloud in public for…
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Day 11: Knock on a Neighbor’s Door to Give a Small Gift
The Idea: Today’s confidence challenge is to knock on a neighbor’s door—someone you barely know—and offer a simple, thoughtful gift. It could be a few homegrown vegetables, a jar of homemade jam, or a slice of pie you baked. You’re not asking for anything. You’re just showing kindness and stepping bravely into connection. Why It’s…
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Day 10: Create and Hang a Homemade Encouragement Sign in Public
The Idea: Today’s proactive confidence challenge is to make a handwritten or printed sign with an uplifting message and hang it in a public place where others can see it—on a community bulletin board, a lamp post, or a public notice wall. The goal: spread hope, face the fear of being seen, and make the…
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Day 9: Leave a Kind Note for a Stranger to Find
The Idea: Today’s challenge is to write a short, encouraging note and leave it somewhere for a stranger to find. It could be a sticky note on a bathroom mirror, a card tucked into a library book, or a message slipped under someone’s windshield wiper. Why It’s Good: Doing this takes courage—you’re putting your words…
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Day 8: Give a Genuine Compliment to a Stranger in Passing
The Idea: Today’s challenge is to give a sincere compliment to a complete stranger—someone you see while walking down the street, waiting at a crossing, or browsing in a store. Say it as you pass, with no expectation of a reply or continued conversation. Just drop kindness and keep moving. Why It’s Good: It’s scary…
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Day 5: Share a Genuine Compliment Online
The Idea: Leave a kind and heartfelt comment on someone’s post, video, or photo online. Whether it’s complimenting a friend, a content creator, or even a stranger whose work or words inspired you, taking the time to share positivity online can feel surprisingly bold in today’s digital world. Why It’s Good: The online world can…
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Day 3: Ask for Directions (Even if You Don’t Need Them)
The Idea: Approach someone and ask for directions to a nearby location—whether or not you actually need the directions. It’s a small and harmless challenge that can help you overcome the fear of initiating conversations with strangers. Why It’s Good: Asking for directions pushes you out of your comfort zone in a simple, low-stakes way.…
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Day 2: Compliment a Stranger
The Idea: Pay a genuine compliment to someone you don’t know. It could be a kind word about their outfit, their hairstyle, or even how they handled a situation. Complimenting a stranger might feel daunting, but it’s a small act of courage that can brighten someone’s day—and yours too. Why It’s Good: Giving compliments is…
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Strike Up a Conversation with a Stranger
The Idea: Start a conversation with someone you’ve never met before. Whether it’s a neighbor you pass daily, the person behind you in line, or someone sitting alone at a café, initiating a small chat can feel intimidating—but it’s a simple and powerful way to stretch your comfort zone. Why It’s Good: Talking to strangers…
