#368: From Order-Taker to Strategic Partner — The Key to Elevating Your Freelance Writing Business
Release Date: 03/26/2025
#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_outlineMost freelance writers focus on crafting compelling copy, but the real value they offer often extends far beyond the words they write.
The most successful writers don’t just take assignments—they offer strategic insight that helps their clients achieve bigger business goals.
In this episode, we explore how you can elevate your role from order-taker to trusted advisor by recognizing and communicating the strategic patterns and opportunities you spot in client projects. You'll learn how to position your expertise as a separate service, package it effectively, and ensure you're getting paid for the value you bring—not just the content you create.
What You’ll Learn in This Episode:
· The hidden strategic value you’re already providing... without realizing it
· Why most writers stay in their comfort zone and miss out on bigger opportunities
· A simple way to start shifting from order-taker to strategic consultant
· A conversation framework to position strategy as a separate, paid service
· How to handle client hesitations and objections professionally
Key Takeaways:
Your Insights Are Valuable—Speak Up!
As you work on content for clients, you naturally notice gaps, inconsistencies, and missed opportunities in their messaging. But if you don’t bring these to their attention, you’re leaving money (and impact) on the table.
Clients Often Lack Clarity—Help Them Get It
Many clients struggle with direction. They change their minds, tweak the scope, or pivot mid-project. Instead of going along for the ride, take charge by offering a structured strategy session to help them clarify their content goals before execution.
How to Introduce Strategy as a Paid Engagement
Next time you notice a strategic disconnect, try this approach:
"Based on what I’m seeing, I think we could create significantly better results with a proper content roadmap. Would you be open to a separate strategy session where I audit your existing content, interview stakeholders, and develop a plan?"
Don’t Give Away Strategy for Free—Package It
Your ability to think strategically isn’t an add-on—it’s a separate, valuable service. Consider packaging it as a content audit, messaging workshop, or roadmapping engagement. Positioning it this way not only elevates your perceived value but also creates a new revenue stream.
The Long-Term Benefits of Strategic Thinking
Clients who recognize your strategic input will see better results, rely on you more, and view you as a partner rather than a commodity. This leads to longer engagements, higher fees, and a stronger reputation in your industry.
My Challenge to You This Week:
Pay close attention to the strategic patterns in your work this week. Where do you see gaps, inconsistencies, or untapped opportunities in your client’s content? Practice articulating these insights in a way that leads to a paid strategy conversation.