High-Income Business Writing Podcast

If you went solo as a writer or marketer, you already made your declaration of independence. You left a paycheck, or a boss, or both. You did the brave thing. Lately, though, you might be wondering whether that independence still holds up. The work feels less predictable. AI keeps changing what clients will pay for. And a familiar thought creeps in: maybe I should go find something more stable. In...

Walter Murch, one of the greatest film editors who ever lived, doesn't fix bad footage. He decides what the film actually is, from hundreds of hours of raw material that could tell a dozen different stories. Rick Rubin, one of the most successful and iconic record producers in history, famously describes his role as just listening. He sits on a couch, hears what's true and what isn't, and tells th...

A lot of writers hear the word "training" and picture a conference room full of strangers, a slide deck, and a formal curriculum. That's not what I'm talking about here. The training opportunity most freelancers are sitting on is much smaller, much more personal, and already happening inside your existing client relationships. You're just doing it for free, and you probably haven't recognized it f...

Knowing you should redirect a client conversation is one thing. Doing it smoothly, without the client feeling like you're steering them somewhere for your own benefit... That's a different skill entirely. Over the past few weeks we've covered building a small bench of offers, reading the signals in a prospect conversation, and matching what you hear to what you have. Today I want to tackle the par...

Most prospect calls go sideways before you ever pitch anything. Too often, this is the result of being in "presentation" mode when you should have been in listening mode. In this episode, I walk you through what active listening actually looks like on a live client call. Practical moves you can make in real time, moment to moment, in an actual conversation. A few weeks ago, I recorded an episode o...

Most of us get on a call with a prospect, hear the word "content," and immediately start thinking about deliverables. Blog posts, white papers, email sequences. We jump straight to logistics: how long, how many, when's the deadline? That instinct made sense for a long time. But in an AI-shaped market, where the kinds of help clients need are shifting and expanding, it will cost you. It will cost y...

If you've been paying attention to how AI is changing the freelance landscape, you've noticed something: the types of help clients need are shifting. Fast. A year ago, most conversations were about one thing: how do I keep getting hired when AI can produce a first draft (even it it's low-quality) in seconds? That's a fair question. But it's the wrong place to stop. Because underneath that conversa...

Freelancing used to reward the people who could do the work. Now it's starting to reward the people who can direct the work—clearly, strategically, and with the right tools. If you've felt that shift lately (more demands, broader scopes, faster timelines), you're not imagining it. In this episode, we're breaking down what happens when the old limitation—"I can't do that (yet)"—starts to disappear....

If you've been telling yourself, "AI can't replace what I do because I bring the human touch," I want you to hear this: that belief might be costing you work. In today's episode, I'm sharing a deceptively simple (and very practical) way to future-proof your value as a freelance writer in an age where "good enough words" are getting cheaper by the day. The premium isn't in your ability to produce p...

In the past couple of weeks, two smart people looked at the same moment in AI and came away with opposite advice. Matt Shumer says wake up, this is urgent, denial is dangerous. Ann Handley says slow down, stop panicking, protect your judgment. I agree with both of them. And yet I think their arguments are incomplete. In this episode, I offer a third stance: value doesn't just vanish during disrupt...

Here's a question you may have heard already from a client or prospect when you submit a quote or proposal: "Wait… you use AI now. Shouldn't this cost less?" On the surface, it sounds like a pricing question. But underneath, there's something much more important going on. It's a sign that the client is still thinking in terms of time, keystrokes, and effort—while you're trying to sell judgment, st...

Today's episode is a little different. Over the past year, I've been talking more openly about the shifts happening in our industry. And a few weeks ago, I made a clear decision, which I announced in my first newsletter of 2026: the focus of this podcast and my newsletter going forward will center on AI… and the disruption, changes, and opportunities it's creating for writers. AI is reshaping busi...

Working with transcripts can feel overwhelming. Client calls. Workshop recordings. Interview transcripts. Pages and pages of raw material—good ideas buried under tangents, half-finished thoughts, and off-the-cuff remarks. The problem usually isn't lack of content. It's too much of it! In this episode, I walk you through a simple, repeatable workflow I use to turn messy transcripts or rough notes i...

Freelancers are great at pushing through. We hit deadlines, juggle clients, and squeeze productivity out of thin air. But here's the truth many of us avoid: Our physical health often pays the price. In today's episode, we're talking about the side of freelancing that rarely gets airtime — the slow erosion of our health when the business becomes the only priority. And we're doing it with someone wh...

Freelancers are giving away their most valuable AI insights, and not getting paid for it. In today's episode, we're taking a hard look at one of the biggest blind spots for freelance writers and content pros right now: the failure to package your AI knowledge into a paid offer. Your clients want to use AI. They're trying. But they're confused, overwhelmed, and scared of doing it wrong. And guess w...

Ever had a client drop the ball? They miss a key deadline, shift direction mid-project, or conveniently "forget" what you both agreed on? It's maddening, right? Those moments can make even the most seasoned freelancer question everything about their business. But here's the twist: those "broken promises" might actually be pointing to your biggest opportunities for growth. In this short episode, we...

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 Res...

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 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. W...

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 Prompt...

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...

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 brea...

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...

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...

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...