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The AI Optimist

The AI Optimist

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    The AI Optimist
    S3 E110•December 26, 2025•11 min

    When Everything You Create Starts Sounding Like ChatGPT (And How to Fix It)

    Ever notice yourself reaching for AI before trying to think through something on your own? One sentence in an email, that’s all between me and the holiday weekend. Playing a live distractathon between things I must do and mind candy….I went for the candy. Not because I didn’t know what to say. Because I’d get distracted when I started. So I ask ChatGPT to finish it. Then the next one. Then the entire email. Few minutes later, I couldn’t draft anything without opening ChatGPT. And I’ve written a ton in my life. Now this passed, still I’m not alone. Many would be lost now if ChatGPT went away. Not likely, but still a ton of trust to put on something that’s not trustworthy yet. → People who once wrote easy to read emails, turn into corporate word salads→ People who made decisions in minutes now look to ChatGPT for confirmation (knowing they can’t trust the results).→ Creators who had strong voices can’t remember what they sounded like after AI cloning it all. One person told me: “I used to just... know what to write. Now I don’t trust myself to start without AI checking it first.” When we outsource thethinkingpart of writing something else gets weaker. The muscle turning rapid thoughts into clear sentences. The innate knowing when something sounds like you. It’s not like you wake up one day unable to think. More like using a paper map in a GPS world: * Reaching for AI before trying to figure it out yourself * Feeling foggy when you need to write something important * Not trusting your own judgment like you used to The cost of speed is your thinking and problem solving; your mind, perspective, and confidence. AI makes drafts in seconds, revises in seconds. Still we know speed and thinking aren’t the same thing, even if it’s really fun and easy to just use it. What if the tool didn’t make us faster, but did make us dependent. I’m not saying we abandon AI. I’m an advisor to one startup, and use it every day. Still the thing making us faster might also be making us... different. Now is that different in a good way, depends on the person. Here’s what I’m testing, how to be different in my actions, and improve with AI. Your Voice: Is It AI or Unfakeable You? Most people can’t describe their own voice. It’s like asking a fish to describe water. I’m one of the fish here. (And AI hasn’t been much help beyond the obvious.) Now let’s dissect it together. Not to criticize. To discover. I’ll share some of what came up for me, and play along, comment with questions. Everyone has their own way of using AI, which makes it less software and more you. TLDR Question 1: How do you start sentences?Do you lead with questions? Statements? Stories?Look at the first line of each paragraph. There’s a pattern. Question 2: What words do you overuse?Not “AI” or “business”; everyone uses those.I mean the weird ones. I say “seriously” too much. “Honestly.” “Look.”Those aren’t professional. They’re mine. Question 3: What do you explain that others assume?Some people over-explain. Some skip steps.Neither is wrong. But it’s distinctive. Question 4: What do you avoid saying?I don’t use corporate speak. No “synergy.” No “leverage.” No “circle back.”That’s not style advice. That’s who I am. Finding Your Voice with AI Here’s what you’re going to do after this session: Pull up your last 5-10 pieces of writing. Emails, posts, whatever feels natural. Not your “best” work. Your normal work. Read them out loud. Yes, out loud. Then answer (or ask AI to help you understand your own style): * What phrases show up repeatedly?Write them down. Those are your verbal tics. Your signature. * Where do you break the rules?Run-on sentences? Fragments? Starting with “And”?Don’t fix them. That’s your rhythm. * What would you never say?List the words and phrases that make you cringe.This is as important as what you DO say. * What stories keep showing up?I always come back to startups. To Remember.org. To the Camp Fire.Your recurring stories are your anchors. And also help AI get to know you from experience, but don’t send it everything. More below. The Invisible Erasure by Choice A sameness is spreading through web sites and socials, texts and emails, all in the same voice. Most don’t notice it’s happening and feel it’s better and easier than doing it themselves. Ask AI to revamp your writing following someone famous’s style, and it does exactly that. It makes your prose cleaner, more professional, less…you. AI isn’t trying to erase your individuality. It’s optimizes for patterns, and patterns mean “sounds like everyone else.” AI was trained on millions of documents that follow certain rules. When you ask it to “improve” your writing, it’s really asking: “How can I make this sound more like the average of everything I’ve seen?” Maybe you can know more about your own patterns and improve them, then relying on something to guide you to what everyone else likely would do. The Voice Map Exercise Here’s a practical exercise that works better than a prompt engineering guide: Pull up your last ten pieces of writing—emails, posts, articles, whatever feels natural to you. Your normal work, don’t cherry pick the best. Let AI help with that. Read them out loud. Your ear will catch patterns your eye misses. Have someone else read them out loud, or even better an Ai voice, then answer these questions: * What phrases show up repeatedly? Write them down without judgment. I say “seriously” too much, “honestly” even more, and start way too many sentences with “Look.” These aren’t professional. They’re mine. * Where do you break conventional rules? Maybe you use sentence fragments. Maybe you write run-on sentences that should be three separate thoughts but you like how they flow together with just commas because it matches how you think. These “errors” are your most distinctive patterns. * What would you never say? Make a list of words and phrases that make you cringe. I don’t use “synergy,” “leverage as a verb,” or “circle back.” This negative space, what AI should avoid, defines your voice as much as what you include. * What stories keep recurring? I always come back to startups, to Remember.org reaching schools worldwide, and to the Camp Fire. * Your recurring stories are your anchors. They’re the experiences shaping how you see everything else. * And AI never will have those anchors from experience…at least not soon. That’s your edge. The Two-Pass Method In the first pass, I use AI for idea generation. I ask for ten angles on a topic, ask for metaphors to explain complex concepts, and generate questions my audience might have; like an interview style where AI is interviewing me. I get raw material that I rarely use directly, and it lets me know what most others are saying over and over again. Knowing the average helps you not be average. In the second pass, I write in my own voice. I create ideas out of the initial rough questions and AI answers. More as a guide and also what will likely sound like everyone else.The research is faster. The writing remains distinctly mine, or else I become that AI middle dreariness of squeaky clean perfection without the flaws I bring."There is a crack in everything, that’s how the light gets in" Leonard Cohen, Anthem When It Matters, You Write If it matters, you write it. You write emails to important connections, nurture those rather than relying just on AI to do it for you. So how much of the overwhelming amount of communication and information do you really need?And is doing more and more of it solving the problem or adding to it? Let’s say you did let AI draft something. The draft is clean but generic; could have been written by anyone. Here’s how to put yourself back in: * Add one hyper-specific detail. Change “in a major city” to something from your experience. Use the name of the street, the color of the light at that time of day. You can’t fake real. * Break one rule on purpose. If AI gives three perfect paragraphs, split one into fragments. Or create a run-on sentence that violates rules but matches how you think through complex ideas. * Admit uncertainty. Add “I’m still figuring this out, but...” or “Here’s what I’m seeing...what’s your take?” AI rarely admits doubt. You can. * Add your signature phrase(s). Whatever your verbal tics that friends would recognize, include one. It’s like signing your work. What You’re Actually Losing by Letting AI Do It All For You It’s not just about “style”. You’re losing what makes people remember you. Who do you remember: 1. Perfect AI voice so clean it reeks of automation. To those receiving is you’re on auto pilot.2. Messy style with grammatical quirks they don’t fix, the stories activating the main point, the contradictions they show rather than hide. AI smooths all of this out. When you feed it your writing and ask for improvements, it treats your personal patterns as errors to correct. Your run-on sentence becomes three crisp sentences. Your conversational “Look,” gets deleted as unnecessary. Your specific memory of “Chicago in February, when even the lake looks angry” becomes “a cold city in winter.” The Better Prompts Trap Most people can’t describe their own voice. It’s like asking a fish to describe water. You’re so immersed in your patterns, they’re invisible to you. You don’t realize you’re losing your voice because you never knew what your voice was. And AI can help you do this in a way that’s hard for most to do it themselves. Working Together, Not Automation Think of AI like you’re making a documentary. AI is your research assistant. It can: * Find footage * Suggest angles * Draft rough cuts YOU decide: * What story to tell * What to emphasize * What to leave out If you let AI direct the documentary, it’ll be like the drone of perfection saying little. Without human error and habits, things get boring. Don’t be perfect, be you. Real Example I use AI every day for The AI Optimist. But here’s what I do vs. what AI does: AI’s job: * Research topics * Find counter-arguments * Generate headline options * Format transcripts My job: * Choose what matters * Write the actual script * Add the stories * Decide what sounds like me The work is faster. The voice is still mine. And I train it (along with Claude Skills) to do this so much faster and better. I improve my voice, quarterly at first to get it right. Your Action Step Take something you need to write. Instead of asking AI to write it: * Ask AI: “What are 10 ways to approach this?” * Pick the one that resonates * Write it yourself * Use AI to edit for clarity (not style) See how different it feels when YOU stay in control. The Big Picture We’re not trying to avoid AI. We’re trying to avoid becoming AI. There’s a difference between: * “AI writes like me” (you disappear) * “I write with AI’s help” (you remain) In a world where 90% of content sounds the same, the advantage is being undeniably, unfakeably YOU. AI can’t do that for you. But it can help you do it faster. This is part one of a series on adapting AI to how you think, rather than adopting AI like everyone else. Next: “Why You’re Working More Hours Since Adding AI (And What to Stop Doing).” Want to work through this live? I’m running bi-weekly sessions where we tackle real problems with real people. Ten minutes free, then deeper work for members. No frameworks, no corporate BS—just figuring out what AI should actually do for you. [Learn more about live sessions.] This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit www.theaioptimist.com

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    Transcript

    0:00

    This is not some college course where you memorize prompts and you buy them. So many people do this. Why buy a prompt when you can learn how to teach AI your style and how not to spend all your life throwing out sentences, going into the roulette wheel of generative AI called ChatGPT, Claude, whatever, and hoping what comes out is better than what you have.

    0:25

    When ChatGPT gives you rambling nonsense, the problem isn't your prompt, it's a conversation breakdown. Discover how understanding your natural communication style leads to questions that get exactly what you need. Not AI gibberish, but I see people getting stuck.

    0:46

    I'm going to show you how to map your natural patterns and then teach AI how to converse about them and how to understand. Because this isn't changing the way you communicate. It's about making AI adaptation to you. Communication is a mucky thing. AI does a really good job of helping you out. If you're willing to understand your own style, what style is distinctly yours? So what I want you to do is take your last five emails, messages, anything you've written recently. Look at the first sentence of each paragraph. Do you start with questions? Make big bold statements, or just say, hey, hello, how are you? Do you use stories? Notice these patterns. They're the foundation of how you naturally communicate. And you can also make notes of it so that when you're training chatgpt about your voice, this is getting to know yourself. What are those patterns? So take those out. Take three to five examples and see the patterns you have. Read them out loud. Because words don't just exist on a page. An email is actually read aloud in the mind of the user. And a lot of times people do not read that out loud. And we have tools like heygen and other things that will give us voices that'll read them to us. So use them. After you notice your word patterns, let's go into your word inventory. Make a quick list of the phrases and words that you use. Often there's many styles. What's yours? So after those two exercises, after teaching AI your style, consistency matters. Choose those three to five examples of your writing or communication, the ones that feel most natural to you, and ask people the ones if they have favorites. If you've communicated, if there's anything they can pull out. But don't go overboard. Three to five is fine. In the beginning, avoid including experimental styles or times when you are intentionally imitating someone else. And if it's a famous style, they'll just keep delivering that style. Read your three to five examples Back to back and highlight the elements that are common in them. Remember what I said, those phrases, those words. Get to know your voice. And if you need to write more, then write more. And if you don't like the voice, work with AI and find alternatives. Ask for suggestions. I constantly ask AI to review, edit, evaluate what I've written and it really helps me focus and gives me some alternatives where then I can craft it to myself. That's one of the best uses of it. So now create a simple one page document with these sections. I want your sentence structure, the patterns you have, the vocabulary, topics you care about. Because if you're going to create content with AI which are the ones you actually care about. So again, we get your voice, we get you tone, and this is one I love what your communication is not. It's really hard to find your style in the beginning, but when you start with what my style is not and when I show you the voice map at the end, we're going to bring this all together. But what it says is what do I not want to represent? For example, I don't like corporate speak, so I don't represent corporate speak. I like mine to be more conversational. My language, my tone, so I communicate that. So under each heading include two to three specific examples and but what my communication is not, give us three of those three that they are not. I'm not corporate speak, I'm not into AI hype. That's not my style. And if I can give AI those not styles legally, but if I can show it some snippets of things that I don't like, that tells it here's what I like, here's what I do. So obvious. But wait till we get to the next section. This is where it gets really good because you're giving it an idea of where you are, your style. Remember, AI doesn't automatically know what makes your communication special. You need to show it. And you know what? It's hard to feel special about our communication. AI can help us do that. Create a simple map of the different contexts you communicate in. Is it emails, presentations, social media or reports? Select one strong example from each of the main categories and they have to be strong. Consider which communications have gotten the best response from others. These will probably be the ones with your strongest style elements. And a lot of times that the ones that you love don't necessarily isn't the ones they love. And remember, it's all up to the person reading and reviewing, not up to you. That's a good thing. Identify the evolution in your style. Some writers especially don't like this. They sort of go through their styles what they were yesterday, they're not going to be today, and what definitely not tomorrow. Others like to see the evolution in the style. And if you can show, and you've been around an early style, you know, get three to five examples that show a continuity over time. You're going to be able to show something that is experience. AI doesn't have experience. That's what we want to load it up with, our experience so it knows our voice, our style, our brand. Whatever the voice is, whether that's an HR memo or a pitch to a vc, it's still your voice. And until it's your voice and your style, and it's not just AI showing you what other people have done, you're going to get limited. So select examples from different periods and highlight similarities and differences. Which elements are consistent and these are the foundation of your natural style. So make a conscious decision. Do you want AI to reflect your current style, your entire evolution, or do you want to focus on a specific context, like a project you're working on right now? Remember the power of contrast. Sometimes defining what you're not is as powerful as defining what you are. Who are your influences? Then articulate how your approach differs from theirs. You could do this with ChatGPT. Here's my style. Here's. Here's the style of somebody famous. How does it differ? But if you do this exercise, you're going to learn why you liked that person's style and what part of it sort of reflects into you to bring together your unique, experiential, personal style. Creating a voice map. As you can see here, this is a voice map. I've created a visual diagram with your name at the center. And if you're watching, it shows branches for sentence structure. That's the patterns, vocabulary, the words you use, the topics, the three to five. You're interested in your tone, not just your opinion. But ask AI and different AIs to use their sentimentality and give you an idea of what you're really saying. You might be surprised sometimes. Be open to it. Communication goals is the final part. For each branch, add three to five special characteristics with real examples that you have. Your work. If it's a photograph, if it's writing, whatever it is, show those good examples and show what wasn't good. Maybe it's your early work. And when sharing examples with AI, brief introductions are needed to explain the context. Always explain the context. For example, this is from a client email where I needed to explain a technical concept to a non technical audience. Include notes about what you're trying to achieve with everything you do. See, what you're doing is giving it a context. And yes, it's a little detailed in the early part but but what you're going to get is a lot richer experience. I've seen my Claude save me amazing amounts of time in the time I've learned how to use it efficiently for me, for what I need to do this podcast because what we want AI to understand is not what you said, but why you said it. The purpose, the experience, the angle you have. Don't let yourself just be a replicant. And you know what? It all comes down to the right questions, Asking the right questions. And as we finish this one up, what we've learned is how to find your own style if you're starting or if you're just getting good. But asking the right questions is really key because we're asking about your style but we want to identify your role and your goal. So often we're pushing this off to these I'm a project manager writing a brief. No, I'm Declan Dunn, I'm CEO of the AI Optimist and I'm sharing this with an employee at a meeting. Be specific now it knows you. Give it context, let it understand what you're doing and don't stray into assuming that there's some genius behind there that's going to spit out a great answer. That's playing roulette. I'm not talking about gambling, I'm talking about learning. Because while you're training AI, you should be training yourself not only how to use AI, but what it can reveal to you. That would have been really hard a few years ago to learn that kind of personal style. Things that are hard to ask people and hard to get feedback. And I still encourage you to do that, but also use AI to do that. That's what many miss. Start by establishing who you are and what you're trying to accomplish. Like I'm a marketing consultant creating content for small business owners who are non technical. This context helps AI understand the eyes it's looking through. So when you give it the request and the audience and your perspective now probability works for you. One question at a time. Instead of like asking it to analyze your style, suggest improvements and write something new all at once. Break it into three separate asks. Example. What patterns do you notice in these samples of my communication, you know, what do you notice? What are the patterns? Number two in a follow up based on that, how might I make my explanation of the topic more engaging while maintaining my natural style? Get some feedback. And these are just beginners. Create your own prompts because it's going to be custom to what you do. Your style, your voice. Provide specific examples. Don't just tell AI about your style. Show it. Don't tell ah. Show, show, show. I have to tell AI to do this. To use metaphors to visualize. Remember, quality over quantity.

    11:15

    Always.

    11:18

    Hi. Wait, wait.

    When Everything You Create Starts Sounding Like ChatGPT (And How to Fix It)

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    0:00