#360: How Better Self-Inquiry Leads to Better Business Decisions
Release Date: 12/04/2024
High-Income Business Writing
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 business models, demand, pricing, and even the types of roles writers are being hired for. And I know this conversation can make a lot of people uncomfortable. It forces us to look at signals...
info_outlineHigh-Income Business Writing
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 into a clear, usable outline—without losing the nuance that actually matters. If you’ve ever dropped a transcript into AI, asked it to “summarize this,” and felt underwhelmed by the...
info_outlineHigh-Income Business Writing
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 who brings deep experience, grounded wisdom, and a refreshingly simple approach: my friend Lucie Robazza, a certified health coach, personal trainer, kinesiologist, and founder of . ...
info_outlineHigh-Income Business Writing
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 what? You already have the skills and experience to guide them. But unless you turn that informal help into a structured service, it’s just free advice that goes nowhere. In this...
info_outlineHigh-Income Business Writing
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’re diving into what really lies beneath client chaos — and how to turn frustration into a roadmap for stronger systems, better communication, and a more resilient business. ...
info_outlineHigh-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...
info_outlineHigh-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...
info_outlineHigh-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...
info_outlineHigh-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...
info_outlineHigh-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...
info_outlineDo you ever feel like you’re constantly dealing with the same frustrating challenges in your business?
Maybe you get stuck managing messy revisions from unexpected sources, or a client keeps hitting you with last-minute rush work.
In this episode, I discuss how we often react to these situations rather than respond thoughtfully—and why that difference matters.
We explore two key steps to improve your responses:
- Taking a pause before making decisions.
- Asking yourself better, more open-ended questions that lead to more productive solutions.
This episode is all about how the quality of your internal questions can shift your perspective and help you navigate difficult situations with clarity.
Listen below or subscribe to the podcast on your favorite platform.