#366: The Conversation Your AI Is Dying to Have with You
Release Date: 02/26/2025
#384: The Value Shift—Where the Money Goes When AI Makes Content Creation Effortless
High-Income Business Writing
Freelancers everywhere are feeling it. The ground beneath our feet is shifting, because AI isn't just changing how we write. It's also changing where value lives in our industry. In this episode, I break down what few people are talking about: your writing skills might still be world-class, but they're now solving the wrong problem. Much of what I discuss was inspired by the brilliant new book Reshuffle: Who Wins When AI Restacks the Knowledge Economy by . The constraint that once made your writing indispensable has moved. And if you don't move with it, you risk becoming the business...
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#383: The Art of ‘Conversing’ with AI
High-Income Business Writing
Imagine walking into a friend’s house and rattling off a 20-minute monologue with every single detail of a challenge you’re facing. No pause. No space for questions. Just a nonstop, 20-minute word vomit. That’s how most of us are using AI. We dump a giant wall of text into a prompt, cross our fingers, and hope for magic. Instead of working with AI, we’re treating it like a command line. No wonder the results often fall flat! In this short episode, I share a better way—one that mirrors the way we’d talk with a trusted colleague. When you approach AI as a conversation...
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#382: The Truth About AI and Freelance Writers — What 157 Writers Just Revealed
High-Income Business Writing
The AI adoption picture is nuanced In this episode, I share some fascinating insights about AI usage among writers and the impact it’s having on their business. Last month, I sent out a simple 10-question survey to my community about AI usage, fears, and business impact. I received 157 complete responses from writers across every experience level, from brand-new freelancers to 15+ year veterans. What they shared was, in some ways, congruent with what I’ve been saying for the past few months on the topic of AI integration in our businesses as freelancers. But in other ways, the...
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#381: How to Have Better, More Productive Conversations with AI
High-Income Business Writing
AI is changing how we work. But many freelancers are falling into the trap of using it in the least effective way possible: by relying on massive, fully pre-written prompts that remove you from the creative process. In this episode, I share a better, more natural approach that treats AI like a trusted collaborator rather than a black box you dump instructions into. You’ll learn my simple 3R Prompting framework and see how an iterative, conversational workflow can help you get sharper insights, stronger ideas, and better final results. What You’ll Learn in This Episode Why...
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#380: The AI Writing Debate — Moving From False Dichotomies to Creative Synthesis
High-Income Business Writing
The conversation around AI and writing is heating up. But too often, it’s framed as a false choice: AI is either “bad” and deceptive, or it’s the ultimate shortcut to productivity. In this solo episode, I challenge that binary thinking and unpack the real issues at stake for freelance writers. Sparked by a provocative LinkedIn post from Mariya Delano, CEO of Kalyna Marketing, this discussion dives into the myths and misconceptions that keep us stuck in unproductive debates. I lay out 10 false assumptions fueling the AI writing controversy. And I explain why the future belongs to...
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#379: 15 Reasons Why Hourly Billing Is Holding You Back
High-Income Business Writing
Hourly billing is the default pricing model for many writers. But it’s also a hidden trap that can sabotage your growth, undervalue your expertise, and limit your income. If you’ve ever felt frustrated by the ceiling on your earnings or struggled to position yourself as a trusted partner rather than a hired hand, this episode will change the way you view pricing forever. In today’s episode, I break down 15 compelling reasons why hourly billing is actively working against you — and what you can do instead to unlock your earning potential and build trust-based, outcome-focused...
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#378: Why AI Change Is Happening Faster Than You Think (and What That Means for Writers)
High-Income Business Writing
If you're feeling like your freelance business is shifting beneath your feet—but you can’t quite name what’s changed—you’re not alone. Most writers sense something is different… but they don’t know how to respond strategically. In this solo episode, I dive into what I believe is the real driver behind the changes we’re seeing in the freelance writing space. Yes, the economy has cooled, and that’s still a big factor, since marketing is one of the first areas to get cut when business is slow. But AI is now playing a much bigger role than most writers realize. And the pace...
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#377: When a Referral Goes Sideways (and How to Recover)
High-Income Business Writing
What do you do when a dream referral turns into a nightmare-in-the-making? One of my coaching clients recently found herself in a tricky spot. Her best referral partner had sent her what initially seemed like a solid lead. But after a few back-and-forths, things started to feel… off. The red flags were waving, and she could sense this prospect would likely become a difficult client. She wanted out. But she didn’t want to burn bridges with either the potential client or the trusted source who referred them. In this week’s short episode, I share the guidance I gave her — a...
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#376: The Capability Revolution: Why You’ve Been Using AI All Wrong (and What to Do About It)
High-Income Business Writing
AI isn’t just a tool for writing faster. It’s the key to systematically expanding your professional capabilities and breaking free from the “experience prison” that’s been capping your income. In this week’s episode, we dive into a powerful shift in mindset for freelancers: moving from viewing AI as a speed or productivity tool to leveraging it as a capability multiplier. I share how I used AI to confidently take on new, high-value projects I would have previously turned down. And how you can do the same to expand your business without months of study or expensive training. ...
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#375: The Lies We Carry With Us (and How They Hold Us Back)
High-Income Business Writing
What if a story that’s haunted you for years… was never true? In this short but powerful episode, we dive into a jaw-dropping true story that will make you question the narratives you’ve been carrying — especially the ones that have shaped your identity and decisions for years. It’s the story of Derek Sivers, entrepreneur and author, who spent 16 years believing he had ruined a woman’s life in a devastating car accident. The guilt became part of who he was — until a shocking encounter revealed the truth: the story he’d built his life around was never real. And that...
info_outlineEpisode Overview:
In this episode, I explain why a conversational approach to AI interactions is more effective than massive, complex prompts — and how this mirrors natural human communication patterns.
Key Points:
1. The Common Mistake
- Many users dump massive amounts of information into single prompts.
- Some AI experts promote complex, lengthy prompts that users blindly copy.
- This approach lacks organic interaction and outsources critical thinking.
2. The Human Conversation Model
- Consider how we naturally handle complex discussions with colleagues.
- We don't monologue for 20 minutes straight.
- Information sharing happens through natural back-and-forth dialogue.
3. Better Approach: The Conversational Method
- Start with essential information using the 3R framework:
- Role: Tell AI what perspective to adopt.
- Reference: Provide necessary context.
- Requirements: Specify what you need.
- Let AI respond before adding more context.
- Build the conversation iteratively.
4. Why This Works Better
- Helps both AI and humans process information more effectively.
- Supports natural "chain of thought reasoning."
- Similar to building a house: methodical, step-by-step approach.
- Allows for unexpected insights and creative solutions.
5. Benefits
- Keeps your own thinking and problem-solving skills sharp.
- Leads to more meaningful exchanges.
- Helps uncover possibilities you hadn't considered.
- Maintains human agency in the interaction.
Notable Quote:
"When we treat AI like a conversation partner rather than a command-line interface, we tap into its full potential."
Takeaway:
Approach AI interactions as you would a thoughtful discussion with a respected colleague — start with essentials and build the conversation naturally.