The Anti-LinkedIn Playbook
Learn How to Show Up Without the Cringe
10 Ways to Start Your LinkedIn Presence Without the Overthinking, Cringe-Risk, or Self-Sabotage
Hey there, over-thinker
If the idea of posting on LinkedIn makes you want to crawl under a rock, this playbook is for you.
It's for the ones who've been lurking in the comments, overthinking every word, and avoiding the 'share' button like it's a 7am networking breakfast.
Maybe you've got a profile, but every time you think about posting, your mind spirals into a cringe montage—worrying you'll come off as try-hard or fake, and dreading the sentence, "I see you've been posting on LinkedIn a bit" from your friends.
The good news? You can build a genuine professional presence without turning into one of those 'personal brand' people.
This Anti-Playbook is your permission slip to show up as your actual human self—not some buzzword-spouting, humblebrag-happy, corporate jargon machine.
Let's dive in.
How to Post Like a Real Human

1. Skip the Life-Changing Epiphanies

Typical LinkedIn Nonsense: "Today while stuck in traffic, I had a BREAKTHROUGH realisation that completely transformed how I approach project management forever..." The Anti-Playbook Alternative: Share an actual small thing you learned recently: "Found out you can use keyboard shortcut Ctrl+Shift+V to paste without formatting. Not revolutionary, but saved me 20 minutes yesterday." People appreciate practical tips over exaggerated revelations. Plus, no one believes your commute prompted an existential breakthrough about supply chain logistics.

2. No Fake Vulnerability Required

Typical LinkedIn Nonsense: "I failed. I stumbled. I cried. Then I picked myself up and achieved unprecedented success. Here's why my setbacks make me a stronger leader..." The Anti-Playbook Alternative: If you're comfortable sharing a challenge, keep it specific and genuinely useful: "Learned the hard way that skipping the user testing phase costs more in the long run. Here's the specific issue we ran into..." Real vulnerability isn't performative or packaged with a perfect bow—and you never have to share more than you're comfortable with.

3. Your Opinion Can Be Just Your Opinion

Typical LinkedIn Nonsense: "5 UNDENIABLE REASONS why my industry perspective is the definitive take that will revolutionise everything forever!!!" The Anti-Playbook Alternative: "Been thinking about [industry trend]. From what I've seen, this approach works for our team, but I'm curious how others are handling it." Turns out, thoughtful observations presented as personal experience—not universal truth—actually invite more meaningful engagement.

4. Celebrate Others (Without the Dramatic Essay)

Typical LinkedIn Nonsense: "I'm BEYOND THRILLED to highlight my AMAZING colleague Sarah who INSPIRES me EVERY SINGLE DAY with her INCREDIBLE work ethic and UNPARALLELED talent..." The Anti-Playbook Alternative: "Quick shout-out to Sarah for the clean data visualisation on the quarterly report. Made complex information immediately clear to stakeholders." Specific, genuine praise without the hyperbole is actually more meaningful (and less eye-roll inducing).

5. Forget the Hustle-Culture Preaching

Typical LinkedIn Nonsense: "Woke up at 3:47am. Cold shower. Meditation. Emails. Gym. Built a company. All before you had your first coffee. THAT'S the difference between winners and losers." The Anti-Playbook Alternative: Don't post this. At all. Ever. No one needs your morning routine, and implying others are lazy because they sleep past dawn isn't the flex you think it is. Instead, share a useful productivity tip if you have one: "Started using the Pomodoro technique last month. Mixed results so far, but definitely helping with the monthly reporting process."

6. Ditch the Buzzwords

Typical LinkedIn Nonsense: "Leveraging synergistic cross-functional collaboration methodologies to operationalise strategic objectives and drive impactful outcomes across vertical integration paradigms." The Anti-Playbook Alternative: Write like you actually talk: "Our teams are working together on streamlining the approval process. First tests showing it's about 30% faster." People connect with humans, not buzzword generators.

“Once I stopped worrying about the LinkedIn police judging my every post, I actually started having fun with it. Turns out, when you stop writing for approval and start writing like a real human—you find your people. And they’re the best bloody tribe I never knew I needed.”
Kerry Milne, Founder of GAP and Anti-LinkedIner
The Anti-Influencer's Toolkit

7. Find Your Voice (Not Someone Else's)

Your LinkedIn voice should sound like you on a good day—not someone who's been reading "How to Win Friends and Influence People." Quick Voice Check: Does this capture how you actually think about things? Would someone who knows you well say "yep, that's definitely them"? Are you writing as yourself, or as some 'masked' version of yourself?

8. Content That Actually Helps

Instead of posting to sound smart, post to be useful: Share what you're actually learning (not what you think you should be learning) Ask genuine questions you want answers to Give specific tips that solved real problems for you

9. Engage Like a Human

Comment with actual thoughts, not just "Great post! 👏" - Try: "This is an interesting perspective - I hadn't thought about it like that. Did you find [specific detail] worked better than [alternative]?" Ask follow-up questions you genuinely want answered - Instead of generic "What do you think?", ask specific things like "How did you handle pushback when implementing this?" Share relevant experiences without making it about you - "We tried something similar and found..." rather than hijacking their post with your own story

10. Keep It Simple

You don't need to formally structure your posts the way you see people posting multiple times a day. Use white space. Emojis if you feel it helps. Be brief but not sparse. Long posts work if there's a story and a relatable point. Sometimes the most valuable posts are: A simple tip that works A question you're genuinely curious about Something you've seen a lot or know to be true

"Kerry doesn't muck around. She pressure-tested my value proposition, helped me align content with business goals and led me through a process that was structured, clear and easy to implement. Kerry helped me plan ahead, stay visible and show up with purpose - even from afar."
Leanne Simpson, Principal - Critical Connections
BONUS SECTION: Use AI to Get You Started

If you're stuck, ChatGPT can help with the basics. But here's the thing—most people get terrible AI results because they use terrible prompts. These ones actually work, but you have to put in the work.

👉 Instructions: Copy + paste the full prompt into ChatGPT Answer the questions it asks you Keep the convo going in the same thread—iterate, clarify, tweak the tone Then give it the final polish yourself so it still sounds like you This isn't about sounding perfect. It's about getting unstuck and showing up. Profile Prompt – Introduce Yourself Like a HumanCopy and paste this whole prompt into a new chat: "You are a friendly, supportive career storytelling coach who helps thoughtful professionals write LinkedIn profiles that are authentic, warm, and human. Your client is a little nervous about putting themselves out there—they don't want to sound corporate, self-promotional, or fake. They just want to introduce themselves in a way that feels real. Your task is to help them write a first-person LinkedIn "About" section and a few headline options that: Feel approachable and sincere Don't read like a résumé Avoid buzzwords and clichés Reflect who they actually are, not who they think they should be Start by asking them a few gentle questions like: What kind of work do you enjoy doing most? What do people say you're good at? What's something you're curious about learning next? What kind of opportunities or connections would you welcome? Then, using their answers: Write a first-person "About" section (aim for 120–250 words) that sounds natural, thoughtful, and a little personal. Give them 2–3 friendly, not-too-formal headline options that reflect their personality and strengths—not just a job title. Here's an example of the tone and style we're aiming for in the "About" section: I'm the kind of person who asks a lot of questions—not because I doubt, but because I'm curious. I love untangling messy problems and finding patterns where others see noise. Right now, I work in operations at a small nonprofit, where I wear a lot of hats and keep things moving behind the scenes. I don't pretend to have all the answers, but I do know how to find them—and I care about doing things right. If you're into thoughtful work, systems thinking, or just want to swap good reads, say hi. Headline examples: Ops + People Person | I keep things running (and calm) Curious Thinker | Nonprofit Ops | Learning Out Loud Behind-the-Scenes Problem Solver | Systems, People, Coffee After writing, review the result and ask: Does it sound like something you'd actually say out loud? Would you feel okay if a past coworker read this? Is there anything that feels too stiff or unnatural?" If anything feels off, go back and tweak it to sound more like you. Content Theme Builder Prompt – Build Your Content Playground (Not a Performance Stage) Once your profile sounds like you, you might ask yourself: What would I even talk about on LinkedIn? Use this to discover a few content themes you'll feel good returning to. Copy and paste into the same chat: "I'm someone who wants to use LinkedIn in a real, human way—not as a self-promotional machine. I'd like to identify 3–5 personal content themes I can return to that feel like me. I want themes that: – I actually care about – I'd feel comfortable talking about over coffee – Let me be helpful or curious, not performative Here's a bit about me: [share your role, interests, what you enjoy learning, what coworkers come to you for, anything you nerd out about] Can you suggest a few low-pressure themes or content buckets I could use as inspiration when posting or commenting? Keep it grounded, conversational, and judgment-free." Content Ideas Prompt – Post Without the Pretending You don't need to be insightful. You don't need to be impressive. You just need to be useful, and you. Copy and paste this into the same chat: "I work in [your industry/role] and want to post useful content on LinkedIn without sounding like every other business account. Based on my experience with [specific area], suggest 5 simple post ideas that would be genuinely helpful to my colleagues and clients. Keep it practical, not inspirational." This will give you real starting points—things you could actually post without overthinking. Final Tips You can literally say to ChatGPT: "Can you make that sound more like me?" If the tone feels off, say: "Can you rewrite this like I'm explaining it to a coworker?" Don't let AI make you sound like someone else. Use it to get going, then add your voice. Use AI to get you started. Use your gut to make it sound like you. That's the move.

Your Anti-Cringe Action Plan

Your Anti-Cringe Action Plan

Week 1: Update your profile to sound like you (not like everyone else) Week 2: Comment thoughtfully on 5 posts from people you actually want to connect with Week 3: Share one simple, useful thing you learned Week 4: Ask a genuine question about something you're curious about Remember: Your goal isn't to become LinkedIn famous. It's to show up as yourself and connect with people who value what you actually bring to the table.

Ready to Stop Lurking?

If you're ready to move beyond lurking and start showing up on LinkedIn without the cringe, check out LinkedIn for Toe Dippers - Sprint—a practical, judgment-free program that helps you: Build your profile without overselling yourself Find your content comfort zone Engage authentically without feeling fake Create genuine professional connections Navigate LinkedIn's features without getting overwhelmed Add your details to the waitlist and we'll send you some information to see whether it's right for you. LinkedIn For Toe Dippers Waitlist

About the Author
Kerry Milne is a business strategist, growth consultant and LinkedIn expert known for cutting through the noise and helping people build real, impactful connections.
She’s not here to turn you into a buzzword-spouting ‘thought leader’—she’s here to help you show up on LinkedIn in a way that’s authentic, effective and completely anti-cringe.
With a career spanning global giants like GE and Vodafone, and startups like Plico Energy—where her strategic leadership helped win the Business News Rise Award for StartUp of the Year—Kerry knows what it takes to scale businesses and build careers. She built GAP. from the ground up by focusing on what actually matters—and delivering impact without the corporate fluff.
Diagnosed with dyslexia at 13, ADHD at 46, and autism at 47, Kerry has spent decades finding her own way to succeed—connecting dots others don’t even see—and helping founders, owners, and leaders do the same.
She’s worked behind the scenes with CEOs, founders and business leaders who want to stand out, ditch the jargon, and connect with the right people—without becoming the next ‘LinkedIn influencer.’
If you’re looking for straight-up, no-BS guidance on building your profile and brand without the cringe, you’re in the right place.