Category: Do something that scares you every day

The Idea: Today’s challenge is to write a heartfelt letter to your future self—one year from now. Fill it with your hopes, goals, fears, truths, and advice. Then seal it, address it to yourself, and mail it using a future-dated delivery service—or keep it somewhere safe with a “do not open until” date. Why It’s…

The Idea: Today’s challenge is to write a simple, heartfelt message of encouragement on paper and leave it somewhere someone might find it—a bench, a library book, a public bathroom mirror, a bus stop. Something that could brighten a stranger’s day. Why It’s Good: Putting your words out into the world—especially for someone you’ll never…

The Idea: Today’s challenge is to look for someone—on the street, in a café, in a car park—who appears to be struggling with something simple: carrying bags, reaching something on a shelf, navigating a door with a buggy. Walk up and gently offer help, even if they might say no. Why It’s Good: Helping strangers…

The Idea: Today’s challenge is to share a value you strongly believe in—honesty, compassion, freedom, kindness, justice, gratitude, or anything else—and speak up about why it matters. Post it online, write it on a cardboard sign and stand with it in a park, or simply tell someone directly and clearly. Why It’s Good: It’s scary…

The Idea: Today’s challenge is to bake or prepare something simple and kind—a batch of cookies, a jar of jam, or some homegrown fruit—and bring it to a neighbour with a smile. Knock on their door and say, “I just wanted to give you this.” That’s it. No expectations. Why It’s Good: Even though it’s…

The Idea: Today’s challenge is to think of an idea you’ve had—maybe for a project, a product, a creative work, a campaign, or a solution to a problem—and give it away freely. Share it publicly or offer it privately to someone who could use it. Don’t ask for credit. Don’t hint for praise. Just give.…

The Idea: Today’s challenge is to reach out to someone you wronged—even slightly—and offer a sincere apology. It doesn’t need to be dramatic. It can be as simple as “I realize I hurt you,” or “I wish I’d handled that differently.” You can write it, call, or send a voice note—just make sure it’s personal…

The Idea: Today’s challenge is to walk up to a stranger—or approach someone online in a thoughtful way—and give them a sincere, specific compliment about something meaningful: their energy, their parenting, their patience, their attitude, their kindness. Avoid appearance-based compliments—go deeper. Why It’s Good: This kind of compliment is scary because it’s not surface-level—it’s personal,…

The Idea: Today’s challenge is to find something you really like—a warm coat, a favorite book, a tool, or even a cherished decoration—and give it to someone who truly needs it or would benefit from it. Not something you were already planning to throw away—something you’d miss. Why It’s Good: This is scary because it…

The Idea: Today’s challenge is to reach out to someone you genuinely admire—whether it’s a colleague, former teacher, local leader, or even an acquaintance—and ask them for advice about something you truly care about. Be honest, respectful, and curious. Why It’s Good: Asking for advice can feel intimidating. It means admitting you don’t have all…

The Idea: Today’s challenge is to write a handwritten letter to someone who changed your life—for the better. It could be a teacher, mentor, old friend, coach, or even a stranger whose words once helped you. Then, send it to them if you can—or, if not, keep it as a tribute. Why It’s Good: Writing…

The Idea: Today’s challenge is to hit “record” on your phone or webcam and speak directly to the camera, making a clear, personal promise about something you care deeply about—then post it publicly. It can be about kindness, health, the environment, justice, learning—anything you truly believe in. Why It’s Good: This challenge forces you to…

The Idea: Today’s challenge is to strike up a brief conversation with a stranger by simply asking, “How’s your day going?” Then—really listen. It could be someone working at a café, someone waiting in line, or someone walking their dog. Why It’s Good: This might sound simple, but it’s scary for many—especially in a world…

The Idea: Today’s challenge is to record a voice message—no texts, no emails—and send it to someone important in your life. In your own voice, tell them what they mean to you, how they’ve impacted you, or why you’re grateful for them. Then send it without editing or overthinking. Why It’s Good: Speaking heartfelt words…

The Idea: Today’s challenge is to look for a stranger who might need help—someone carrying something heavy, someone looking confused, or someone reaching for something on a high shelf—and offer your help without hesitation. Even if they say no, the act of offering is the win. Why It’s Good: Offering help can feel awkward. What…

The Idea: Today’s challenge is to look for a stranger who might need help—someone carrying something heavy, someone looking confused, or someone reaching for something on a high shelf—and offer your help without hesitation. Even if they say no, the act of offering is the win. Why It’s Good: Offering help can feel awkward. What…

The Idea: Today’s challenge is to walk into a small local business—like a bakery, bookshop, repair shop, or plant store—not to buy anything, but to sincerely praise something you love about what they do. Maybe it’s the way they greet customers, the quality of their work, or the vibe they create. Why It’s Good: This…

The Idea: Today’s challenge is to find a quiet, peaceful place—like a hilltop, a park bench, a woodland path, or even your garden—and say out loud, with honesty, what you’re afraid of. Just you, your voice, and the open air. Why It’s Good: Speaking your fears aloud is one of the most powerful ways to…

The Idea: Today’s challenge is to write a short, heartfelt message of encouragement—something you wish someone had said to you on a hard day—and leave it somewhere a stranger will find it. Slip it into a library book, tape it to a lamppost, or tuck it into a bench. Why It’s Good: This can feel…

There is a difference between what someone thinks and what they’ve lived. In an age of endless opinions and instant commentary, we’re often too quick to assume all voices carry the same weight. But wisdom doesn’t come from guessing—it comes from enduring, trying, failing, reflecting, and trying again. Valuing experience over opinion means listening more…

The Idea: Today’s challenge is to bake or make something simple—like cookies, a pie, bread, or even homegrown vegetables—and knock on a neighbor’s door to give it to them. No strings, no reason—just a kind gift from one human to another. Why It’s Good: This takes courage because it’s vulnerable. You’re stepping into someone’s space…

The Idea: Today’s challenge is to go outside, bring a bag and gloves (or just your hands), and pick up litter in a public place—while other people can see you doing it. Don’t wait for a cleanup event. Don’t do it for praise. Just clean because it matters. Why It’s Good: This can feel surprisingly…

The Idea: Today’s challenge is to give a heartfelt compliment to a stranger—but not about how they look. Compliment their attitude, how they handled a situation, their creativity, their parenting, their patience—anything real and meaningful that goes deeper than looks. Why It’s Good: It takes guts to walk up to someone and speak kindly. And…

The Idea: Today’s challenge is to stand in a public place—like a park, a pavement, or a quiet street corner—holding a handmade sign that shares one value you believe in but that often goes unnoticed. Something like: “Kindness matters more than opinions,” or “Integrity over popularity.” Why It’s Good: This is scary because it puts…

The Idea: Today’s challenge is to write a handwritten letter to someone you hurt in the past—whether intentionally or not. Apologize sincerely, express what you’ve learned, and show that you’ve reflected. You don’t have to send it—but write it with the intent that you could. Why It’s Good: Facing people we’ve hurt is terrifying. It…

The Idea: Today’s challenge is to approach a stranger with kindness and ask, “How’s your day going?” Then—listen. Give them your full attention, without rushing, interrupting, or turning away. Why It’s Good: Most people walk through life feeling invisible. It’s scary to break that pattern and reach out to someone you don’t know. What if…

The Idea: Today’s challenge is to share a true personal story—online or in person—about a time you failed at something important. Don’t sugar-coat it. Don’t twist it into a highlight. Just tell the honest truth about what went wrong, what you felt, and what you learned. Why It’s Good: Failure stories are hard to tell.…

The Idea: Today’s challenge is to go outside with a piece of chalk and write a kind, inspiring, or hopeful message on a public pavement, sidewalk, or footpath. It should be something encouraging that a stranger might read and smile. Then walk away without waiting to see who reads it. Why It’s Good: Writing publicly—even…

The Idea: Today’s challenge is to record a short video of yourself making a sincere promise about something that truly matters to you. This could be a personal goal, a commitment to someone you love, or a vow to stand up for something you believe in. Say it clearly, with feeling, and then watch the…

The Idea: Today’s challenge is to approach a street performer—musician, artist, dancer, or even a chalk drawer—and sincerely thank them for sharing their creativity in public. You don’t need to give money (though you can). The goal is to look them in the eye and express genuine appreciation for their courage and talent. Why It’s…