YOU'RE THE JESTER- THE FUN LOVING LIFE OF THE PARTY!
Congratulations, Jester — you’re the entertainer who makes the world brighter.
You don’t just show up for your audience — you light them up. Your humoUr, wit, and playful energy remind people that life (and business) doesn’t always have to be so serious. You break tension with a laugh, turn ordinary moments into unforgettable ones, and connect through joy.
As a Jester, your superpower is making people feel seen through humour — because laughter is the fastest way to break down walls. You show your audience that growth, connection, and even transformation can come wrapped in fun.
Because when you bring joy, you don’t just entertain — you create belonging, you inspire, and you leave people wanting more.
P.S. – Get ready because I’m about to show you exactly how to build a Jester brand that’s equal parts fun and unforgettable.
 
    
    
  
 
    
    
  
WHAT IT MEANS TO BE A JESTER.
Your Superpower: Turning Laughter into Loyalty
"You are only given a little spark of madness. You mustn't lose it" ~ Robin Williams
As a Jester, your brand thrives on humour, play, and connection. You’re not here to keep things heavy or predictable—you’re here to spark joy, break tension, and remind people that business (and life) can be fun. Where others preach or posture, you disarm with wit. You build trust by making people laugh, creating a brand that feels magnetic, refreshing, and impossible to forget.
The Jester archetype is one of the most engaging in branding. While others get stuck in seriousness, you stand out by being the light in the room, showing your audience that growth and impact don’t always have to come with a straight face.
What the Jester Thrives on When Creating a Brand
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Playful Expression: Jesters need room to experiment, poke fun, and keep things lighthearted. You shine when you bring joy into the process. 
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Authenticity Through Humour: Your humour is real, raw, and relatable—not forced. People connect with you because you don’t take yourself too seriously. 
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Entertainment as Connection: Whether through stories, jokes, or creative content, you know that laughter breaks down barriers faster than anything else. 
How Jesters Connect with Their Niche
Jesters stand out from the Rulers, who present polished brands, and the Outlaws who are always pointing out what needs to be torn down. Your niche is NOT looking for the "guru" or the revolutionary. Not even someone like them, such as the Everywoman/ Everyman.
You inspire trust and loyalty by:
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Making it Fun: You turn even the dullest topics into something entertaining and memorable. 
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Keeping it Real: Your unfiltered honesty, delivered with wit, makes people feel like they’re in on the joke. 
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Creating Joy: Your brand becomes the bright spot in your audience’s day, giving them a reason to keep coming back, even if you are speaking about heavy topics. 
Jester Brand Personality: Painting the Picture
Imagine a brand that feels like your best friend—the one who always knows how to cheer you up, make you laugh, and drop a little truth in the process. It’s vibrant, witty, and filled with energy that makes people want to stick around.
Your audience is drawn to you because you make them feel good, and in a world where so many brands feel stiff and polished, you’re the reminder that business can be joyful, human, and fun.
As a Jester, your brand exudes:
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Lighthearted Fun: You infuse energy, laughter, and playfulness into everything you create. 
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Truth Through Humour: You deliver insight and honesty wrapped in wit, making hard truths easier to digest. 
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Memorable Entertainment: You stand out because people don’t just hear your message—they enjoy it. 
Jester Core Values
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Joy 
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Humour 
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Connection 
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Originality 
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Authenticity 
EXPLORER BRANDS SPREAD
JOY. HERE'S HOW YOURS CAN STAND OUT.
Jester brands spark connection by making life feel lighter, funnier, and more human. They cut through the noise with wit, play, and entertainment, showing audiences that growth and impact don’t always have to come wrapped in seriousness. From pop-culture icons like Doja Cat or Kevin Hart to legendary businesses like Ben & Jerry’s or M & M's, Jester brands share a common thread:
They don’t just sell products or services—they sell joy. They promise relief, laughter, and the reminder that life is better when you don’t take it too seriously.
What makes Jester brands unforgettable?
- They turn hard truths into lighthearted lessons.
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They use humour to build instant trust and relatability. 
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They create memorable moments that people want to share. 
Your Jester brand has the power to turn everyday interactions into experiences your audience won’t forget. But to stand out, you need to own your unique flavour of humour and let your playfulness become part of your strategy.
Iconic brands and figures who embody the Jester spirit:
• Brands: M & M's, Geico, Snickers, The Onion, Ben & Jerry's
• Personal Brands: Kevin Hart, Jim Carrey, Dave Neal, Doja Cat, Cardi B
What do they all have in common?
Jester brands—whether individuals, icons, or global companies—thrive by entertaining while telling the truth. They disarm their audience with laughter, then slip in a message that sticks. They inspire loyalty not through authority or expertise, but by being the bright spot people can count on.
Jester brands create experiences that bring joy, lighten the load, and make people feel connected. They’re not just memorable—they’re magnetic.
 
    
    
  
 
    
    
  
EVERY ARCHETYPE HAS ITS LIGHT AND DARK- HERE ARE YOURS!
Every Jester brand holds the power to spark joy, break tension, and make the world feel a little brighter. But with great punchlines comes great responsibility…
Or, as your favourite comedian might say: “Timing is everything.”
Understanding your strengths and challenges as a Jester is the key to unlocking your archetype’s full potential. Leaning into your gifts while being mindful of your blind spots will help you build a brand that’s not just funny, but unforgettable.
Your Strengths
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Magnetic Humour: You know how to make people laugh—and laughter is one of the fastest ways to build trust and connection. 
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Truth Wrapped in Wit: You can say what others won’t, and because it’s delivered with humour, your audience actually listens. 
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Originality: Your fun, playful vibe makes people want to stick around. You create experiences that are entertaining, shareable, and never boring. 
Your Challenges
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Not Being Taken Seriously: Lean too far into humour, and your audience might miss the wisdom behind your words. The key is balancing fun with substance. 
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Overusing Shock Value/ Cruel Tricks: It’s tempting to go for the wild joke every time—but constant shock can dilute your message (or turn people off). 
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Hiding Behind the Jokes: Sometimes humour becomes armour. Be mindful not to use laughter to avoid vulnerability—your audience connects with the real you. 
The Key to Building a Standout Jester Brand
The key to success as a Jester brand lies in owning your humour while anchoring it in truth. It’s not enough to just entertain—you need to weave meaning into the fun. Pair your playfulness with insight, and your brand becomes more than a good time; it becomes magnetic, memorable, and impactful.
When you harness your strengths and navigate your challenges, your Jester brand becomes unstoppable. You’re not just creating content—you’re creating connection. You remind people that joy and laughter aren’t distractions from growth—they’re the spark that makes growth possible.
 
    
    
  
 
    
    
  
THE BIGGEST MISUNDERSTANDING ABOUT JESTERS!
When people hear “Jester,” they often imagine a comedian whose only job is to crack jokes. But that’s just scratching the surface.
The Jester brand isn’t about being funny for funny’s sake—it’s about connection through joy, truth through humour, and transformation through play.
At its core, the Jester archetype uses humour as a strategy.
Comedy is the vehicle, but the real impact is how you:
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Break down walls with laughter so people are more open to your message. 
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Call out hard truths in ways that land (because wit makes it easier to digest). 
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Create memorable experiences that stick long after the punchline fades. 
Think about cultural icons like Snickers, Doja Cat, or Kevin Hart—yes, they make people laugh, but their humour builds community, disarms critics, and delivers real substance.
The Jester is not “less serious.” The Jester is a master at using levity to make serious things more accessible, relatable, and unforgettable.
 
    
    
  
YOUR JESTER BRAND TOOLKIT
Your Jester brand represents joy, playfulness, and unforgettable energy. When people find your brand—whether through your website, social media, or even your videos—it should feel like stepping into a moment of fun, laughter, and connection.
Your brand design should radiate vibrancy and personality while still staying intentional and cohesive. Through bold colours, playful fonts, and clever details, you’ll embody the Jester’s essence: witty, magnetic, and impossible to ignore.
 
    
    
  
 
    
    
  
 
    
    
  
BRAND VOCAB- FOR THE
EXPLORER
Your words shape how your audience perceives you. As an Explorer, your vocabulary should evoke curiosity, excitement, and a sense of possibility. The right language invites your audience to join you on the journey, building trust and creating an emotional connection.
Words to Use:
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Unfiltered – honesty wrapped in humour 
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Relatable – positions you as the friend, not the lecturer 
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Memorable – reminds your audience why laughter = recall 
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Unpredictable – creates anticipation and curiosity 
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Irreverent – rule-breaking in a fun, non-threatening way 
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Fresh – new spin, unexpected take 
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Entertaining – you don’t just inform, you hold attention 
Words to Avoid:
• Overly polished or corporate terms that lack warmth and humanity.
• Industry jargon. The Jester stands out due to your originality & authenticity. People are not coming to you to fit in, and this will alienate them!
Styling Your Appearance
As a Jester, your look should instantly communicate personality and approachability. The goal is to show you’re confident enough to have fun while still polished enough to be taken seriously.
Clothing: Think pops of bold color (hot pink sneakers, a bright jacket, patterned blazer) mixed with simple basics to ground you. A single playful detail (funky glasses, statement earrings, patterned socks) can be your signature.
Colours: Vibrant primaries and neons—yellow, pink, blue—mixed with clean neutrals so it’s bold but not overwhelming.
Overall vibe: Professional but with a wink. The kind of look that makes people smile, but also says: I came to play, and I came to win.
 
    
    
  
Creating a Signature Look: The Power of Repetition
Remember, the best way to create an intentional and recognizable brand is to repeat outfits or key elements of your style. You don’t need to constantly reinvent your look to stay “on brand”—in fact, consistency is your superpower in branding, including in how you look (Think of Taylor Swift's makeup! When was the last time girlfriend went off brand?)
Think of your brand as the most fully expressed version of you. If you were stepping onto a stage, what would you wear to feel completely aligned with your archetype? That’s the energy you want to bring into your brand.
Why Repeating Outfits Works:
• Familiarity: Repeating signature pieces creates a sense of comfort and connection for your audience. They begin to associate specific elements of your look with your brand identity.
• Predictability: This builds trust and recognition. When your audience sees you, they know what to expect—and that reliability fosters loyalty.
• Intentionality: By choosing and repeating statement pieces, you communicate that every detail of your presence is thoughtfully curated and meaningful.
What This Means for You:
• Select a few key statement pieces that reflect your archetype. These might be accessories, colors, or outfits that you repeat regularly.
• Even if you’re not “dressed to the nines” 100% of the time, your intentional choices in key moments will create a strong and memorable impression.
• Simplicity doesn’t mean limitation—it means clarity of identity.
A P.S With An Outlaw Edge:
And let’s be real—if you put more thought into how you looked in corporate than you do in your personal brand, don’t be surprised if your brand ends up being forgettable. Branding isn’t just what you say—it’s how you show up. So, make it intentional...
Or not... But then you lose the right to complain that you aren't stopping the scroll!
TWO MUST KNOW POWERFUL POSITIONING
SECRETS FOR THE JESTER!
The Jester archetype doesn’t just entertain—they break tension and build connection through humor. Your brand isn’t about being the loudest or the most serious; it’s about being the most memorable. You remind people that learning, growing, and even facing hard truths can feel lighter, funnier, and more human.
Which means, your audience isn’t looking for another polished “expert.” They’re looking for a voice that entertains, disarms, and makes them feel good while giving them real value. To bring this archetype to life, your positioning needs to reflect both your humour and your substance. Here are the two most important positioning secrets for the Jester:
Secret #1: Make It Memorable Through Humour
Your audience sees you as the one who makes them laugh and think. This is your edge in a world full of Rulers and Magicians trying to sound profound—you make the profound unforgettable by wrapping it in humour.
How to Bring This Into Your Brand:
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Lead with wit: Use playful phrasing, puns, or punchlines in your copy to stick in people’s minds. 
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Drop truth bombs with a wink: Use satire or humour to say what others won’t, making your message both bold and digestible. 
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Build shareable moments: Humour travels. Memes, quips, and witty one-liners get reposted, retweeted, and remembered. 
💡 Example in action: Think about Old Spice’s “The Man Your Man Could Smell Like” campaign—it was absurd, hilarious, and unforgettable, yet it drove massive sales.
Secret #2: Create Joyful Connection
Jesters are magnets because they create spaces that feel fun, welcoming, and human. Your brand should feel like a party people don’t want to leave—a place where learning or connecting feels joyful.
How to Bring This Into Your Brand:
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Make it interactive: Gamify your content, drop “easter eggs,” or use humour-driven calls-to-action that make people feel part of the fun. 
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Be unfiltered: Relatable, off-the-cuff humour makes people feel like they know the real you. 
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Show up consistently as the mood-lifter: Whether through stories, videos, or captions, keep your brand the place where people know they’ll leave smiling. 
 
    
    
  
 
    
    
  
LEVERAGE CHAT GPT TO CREATE YOUR
EXPLORER
BRAND
Remember, being funny doesn’t mean being flaky. Your brand needs to inspire curiosity and fun while remaining clear and intentional—ChatGPT can help you achieve that!
Prompt 1: Punch up your message
“Hey Chat, I’m building a brand rooted in the Jester archetype. My niche is (insert niche), and here’s my current tagline/messaging: [Insert text].
Can you:
- 
Evaluate whether my messaging reflects Jester qualities (fun, witty, entertaining, memorable). 
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Suggest 3 ways I can make it punchier and more playful while staying aligned with my brand. 
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Help me avoid sounding unprofessional while still leaning into humour.” 
**Teach chat your type of humour to help chat understand how to best write copy that sounds like you.
Prompt 2: Storytelling That Entertains and Connects
“Hey Chat, I’m building a Jester brand, and here’s my story: [Insert story].
Can you help me rewrite it so that it:
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Hooks people with humour and relatability. 
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Positions me as entertaining yet insightful, not just a comedian. 
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Creates an emotional connection while keeping it light and fun.” 
Prompt 3: Making Copy More Memorable
“Here’s some copy from my website/social media: [Insert sample]. I want to embody the Jester archetype by sounding witty, approachable, and entertaining.
Can you:
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Analyze whether this reflects Jester energy. 
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Suggest 3 ways to make it more playful, surprising, or shareable. 
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Show me how to balance fun with substance so I’m not dismissed as ‘all jokes, no value.’” 
Prompt 4: IG Bio Audit
“Hey Chat, I’m refining my IG bio to align with the Jester archetype. Based on my bio and first three posts:
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Would you stop scrolling if you wanted a fun, entertaining voice in [insert niche]? 
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Does my bio instantly communicate joy, playfulness, and what I offer? 
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Based on the bio + posts, what would you assume I help my audience achieve? 
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Please provide an upgraded bio that: - 
Highlights my playful brand personality. 
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Shows the real transformation I provide. 
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Makes me stand out with humour and memorability.” 
 
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Prompt 5: Content that delivers joy and truth
“Hey Chat, I want to connect more deeply with my audience using the Jester archetype. My niche is (insert niche), and my audience struggles with (insert pain points).
Can you give me:
- 
3 specific ways to weave humour into my brand messaging without losing authority. 
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Ideas for content that entertains while still delivering insight (e.g., memes, playful hot takes, humorous analogies). 
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Suggestions for visuals, captions, or campaign angles that make my brand the one people remember.” 
Bonus Tip: Why These Prompts Work
These prompts help you identify where your brand might feel stuck or overly conventional and shift into the Jester mindset.
Plus, let’s be real—this is the next best thing to working with me. Having my brain curate these ChatGPT prompts for you is like getting a sneak peek into how I’d refine your brand if we worked together ;)
It's time to cut through the fluff and inspire bold action, fuel curiosity, and turn your audience into adventure-seeking paying clients!
And don't forget to tag me , on Instagram in what you came up with! Click (HERE) to follow me!
 
    
    
  
IF ANYONE CAN STOP THE SCROLL & INSPIRE ACTION-THE JESTER CAN.
As a Jester, your brand isn’t about blending in—it’s about breaking tension, sparking joy, and reminding people that growth doesn’t have to feel heavy. You’re witty, magnetic, and unafraid to say what others won’t. Your audience doesn’t just need another expert—they need someone who makes the journey fun, memorable, and worth coming back for.
Laughter isn’t a distraction—it’s a catalyst. With your brand leading the way, you’ll inspire people to open up, lean in, and take action because they trust you, enjoy you, and remember you.
 
    
    
  
ABOUT ME: I'M THE OUTLAW
I’ve been building brands since I was 12 years old. Back then, I wasn’t sitting in a corporate boardroom—I was studying pop stars, diving into pop culture, and starting charities to raise money for planting trees!
What started as a childhood obsession around pop star brands turned into a lifelong passion and has spanned many niches!
The truth? I didn’t go to Harvard, but neither did Steve Jobs. And let’s be honest: the best ideas don’t come from playing it safe or following the status quo. My journey isn’t about elite institutions or fancy titles—it’s about grit, real-world experience, and a relentless drive to help good people create extraordinary things.
It's kinda the Outlaw Way.
My mission is simple: I believe good people do great things with more money. When entrepreneurs who care deeply about their work gain the clarity, confidence, and income they need to scale, they don’t just build businesses—they build movements.
As an Outlaw my brand focuses on breaking the mold and carving my own path. I'm not for everyone, but that's the Outlaw Way! My approach isn’t for the faint of heart—I’ll challenge you, push you, and make sure your brand is aligned, impactful, and impossible to ignore.
So, are you ready to stop blending in and start building a legacy? Because I’m here to guide you every step of the way.
 
    
    
  
 
    
    
  
TAKE THE NEXT STEP IN YOUR JESTER
JOURNEY
You’ve Nailed Your Brand Personality… Now Let’s Put Your Story on the Map.
 
    
  
  PR ISN'T JUST FOR CELEBRITIES!
Alright, Jester—you’ve got the brand spark, the humour, the unforgettable vibe. But a brand this magnetic can’t stay hidden in the corner of the internet.
That’s where my 90-Day PR Playbook comes in.
It’s your step-by-step plan to go from “fun friend online” to “everybody’s talking about you”. Think: pitch angles, press strategies, and visibility hacks that get your bold personality in front of the right people.
✨ You’ve got the brand archetype. Now let’s make you unforgettable in the press, podcasts, and beyond.
Use code ARCHETYPES for 15% off pay in full!
PEOPLE THAT BRING JOY
TRANSFORM THE WORLD...
Being a Jester means you’re not just here for laughs—you’re here to connect, uplift, and remind people that life (and business) can be fun. You see the power of humuor not as a distraction, but as a bridge: a way to break down walls, make truth land, and create unforgettable moments.
Jesters don’t wait for permission to be themselves—they show up boldly, crack the joke, and turn everyday moments into magic. You have the power to spark joy, shift perspectives, and inspire action by making people feel good and reminding them not to take it all so seriously.
Because when you bring joy, you don’t just entertain—you create belonging, you spread truth, and you leave the world lighter and brighter than you found it.
If you’re ready to turn your humour, wit, and playfulness into a brand that people can’t forget, I’m here to help you build it.
Let’s create something unforgettable—and have a damn good time doing it.
 
    
    
  
 
    
    
  
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