High-Income Business Writing Podcast

Hey, there. Welcome to another episode of the High-Income Business Writing podcast—the #1 podcast for freelance writers, copywriters, and solo marketers who want to earn more in less time... doing work they love... for better clients. With over 1.3 million downloads from listeners just like you across 101 countries. You know it’s supposed to help you grow your freelance business. But the idea of reaching out to prospects and clients just to “stay in touch” or to “follow up” starts to feel awkward fast. You don’t want to annoy people. Yet it often feels like all you’re doing is circling back to ask, “Are you ready to hire me yet?” ... which starts to feel a little desperate and kind of pointless. But what if there were a better way to build real connections — one that didn’t feel like a game of endless follow-ups or forced small talk? In this week’s episode, I’m joined by Melissa Mitri, a successful freelance health writer and content strategist who’s built a thriving business without relying on traditional networking tactics. Melissa shares her refreshingly authentic approach to connecting with editors and brands. Her approach focuses on empathy, generosity, and strategic follow-ups instead of the same, old, boring approaches to follow-up. And you’ll walk away with simple, practical ideas you can implement right away. We talk about: Redefining networking on your own terms (yes, even if you’re shy!) How Melissa stays top-of-mind with clients without being pushy Low-stress ways to add value and build trust before landing a gig Simple follow-up tactics that don’t feel annoying or salesy If you’ve ever wondered how to build real relationships with clients in a way that feels good, you’re going to love Melissa’s insights.

Episode Summary Success in your freelance business isn’t about grand gestures, massive marketing campaigns, or expensive training. It’s about the tiny, seemingly insignificant moments you’re tempted to skip—the quick LinkedIn post, the follow-up email, the slightly bolder pricing quote. These micro-moments are where real transformation happens. In this episode, we explore how small decisions—often dismissed as trivial—can lead to major breakthroughs in your freelance career. Whether it’s landing a high-paying client, securing a game-changing project, or leveling up your pricing, the path to success is built one micro-moment at a time. What You’ll Learn in This Episode ·       Why the most pivotal changes in your business come from micro-moments, not big moves. ·       Real-life examples of how tiny decisions led to massive breakthroughs. ·       How to recognize and seize these opportunities in your own freelance career. ·       Practical steps to train yourself to take action—even when it feels pointless. Key Takeaways 1. Micro-Moments Are the Foundation of Freelance Success The biggest client you land won’t come from a massive campaign; it’ll likely stem from a quick follow-up email you almost didn’t send. The rate increase that changes your business starts with one tiny moment of courage. Your best opportunities often come from the things you’re most tempted to dismiss as “too small to matter.” 2. Success Happens in the Small Choices You Make Daily Skipping that quick outreach might mean missing a life-changing opportunity. That extra five minutes tweaking your website copy could be the difference between a lead converting or bouncing. Small habits and micro-decisions compound over time, creating momentum that drives business growth. 3. Stop Waiting for Perfect Conditions — Take Action Now Life will always throw obstacles in your way, but progress doesn’t require ideal conditions. Success is built in the moments when you could have said "not now" but chose to act instead. Train yourself to recognize these moments and embrace them as opportunities. Actionable Exercises ·       Micro-Moment Awareness: At the end of each day, reflect on one small action you took that could lead to something bigger. ·       The "What the Heck" Rule: Next time you're debating whether to send that follow-up or post that update, just do it. Assume it could be the moment that changes everything. ·       Tiny Courage Challenge: Quote slightly higher than you normally would. Send the pitch you’re nervous about. Take one small but bold action this week. Listener Challenge This week, commit to embracing just one micro-moment you would normally ignore. Take action, then observe what happens. You might just be surprised at the results.

Most 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.

Episode Summary Why do so many talented freelancers stay stuck year after year? It’s not because of market conditions, AI, or lack of experience — it’s because of hidden, faulty assumptions that shape decisions and limit options. In this episode, we uncover how these invisible mental barriers hold freelancers back and how to break through them with a structured, practical approach. What You’ll Learn: How to identify hidden assumptions that keep you stuck The Assumption Audit: A framework to challenge limiting beliefs How first-principles thinking helps you create better solutions Real-world examples of freelancers overcoming their mental roadblocks Actionable steps to test new empowering assumptions and create breakthroughs Key Takeaways: The Invisible Problem: Hidden Assumptions Many freelancers believe they’re stuck because of external factors (competition, AI, bad clients), but the real issue is often internal. Assumptions operate in the background like invisible software, filtering out opportunities before you consciously consider them. The biggest breakthroughs happen when you identify and challenge these faulty assumptions. The Assumption Audit: A 3-Step Framework Define Your Sticking Point – What’s the biggest challenge in your business right now? What decision have you been avoiding? List Every Assumption – Write down everything you believe about this problem, even if it seems obvious or unchangeable. Challenge and Reframe – Use fact-based analysis to break down each assumption and explore alternative perspectives. Examples of Limiting Assumptions & How to Reframe Them “I can’t find higher-paying clients.” → Fact: Many freelancers charge premium rates. The real issue isn’t a lack of clients—it’s a lack of a system to find and convert them. “AI is replacing writers.” → Fact: AI is a tool, not a replacement. Businesses still need human insight, strategy, and nuance. The opportunity is in using AI to enhance, not replace, your skills. First-Principles Thinking: Breaking Assumptions Down to Their Core Instead of relying on “common knowledge,” analyze problems from the ground up. Example: Investors like Charlie Munger stripped business decisions down to fundamental truths, leading to long-term success. Freelancers can apply the same principle to business challenges—questioning industry norms and carving out unique solutions. Reframing Your Problems for New Solutions Ask yourself powerful questions: “If I had to solve this problem in 30 days, what would I do?” “What if failure wasn’t possible?” “What if I reversed the problem and worked backward?” By shifting perspective, you open up solutions you may never have considered. Testing New Assumptions Don’t try to change everything at once—pick one assumption and design a simple experiment to test it. Example: Old belief: “I need a huge portfolio to charge premium rates.” New belief: “One strong case study is more valuable than multiple weak samples.” Test: Create a deep case study and pitch it to five potential clients. Avoiding Blind Spots & Taking Action Many freelancers struggle not because of a lack of information, but because they’re too close to their own business to see their blind spots. The fastest breakthroughs come from questioning deeply held beliefs and taking small, strategic steps toward change. Listener Challenge: Identify the biggest challenge in your business. List all the assumptions you’ve made about why it’s a problem. Challenge those assumptions with facts. Pick one new, empowering assumption and design a small experiment to test it this week. Want Help with Your Breakthrough? If you’re serious about breaking through your biggest challenge, working with an experienced business coach can provide the objective feedback and accountability needed to accelerate progress. I’ve coached well over 1,000 freelance writers, copywriters and solo marketers over the past 13 years. And I open up coaching spots a few times a year to help freelancers pinpoint blind spots, implement effective strategies, and achieve real breakthroughs. If you’re interested in exploring this, email me [] with “COACHING” in the subject line. I’ll reply with some questions to learn more about what you’re looking for. If it sounds like I can help, I’ll send you all details. Final Thought What assumptions are YOU holding onto that might be keeping you stuck? It’s time to break them down and build something better.

Episode 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.

What makes some businesses unforgettable while others fade into the noise? The answer isn’t just in a logo or a tagline — it’s in the story they tell.   In this episode, we dive into the art of brand storytelling with Johnna Lacey, the founder of . Johnna has more than 20 years of professional writing experience and over 40 years of creative storytelling. She specializes in helping business owners, solopreneurs, nonprofits and authors simplify their messaging and build deeper connections through storytelling.   In this conversation, Johnna breaks down the difference between brand story and traditional branding, the biggest mistakes professionals make when telling their story, and how solo professionals can leverage storytelling to build trust, reputation, and community.   Plus, she shares practical steps to uncover your own story and even turn brand storytelling into a valuable service for your clients.

We've all been there.   We make a mistake in our business. And for days or weeks we get caught up in a mental loop of "what if..." and "if only..."   Regret can feel overwhelming, but the real problem is not just the mistake. It's how we respond to it.   In this week’s short episode, I explain 3 mistakes most of us make when trying to deal with regret — and how we can deal with the issue more productivity.

Have you ever felt ready to give up on prospecting because you weren’t seeing results? You’re not alone. Many freelancers quit just before the seeds they’ve planted begin to sprout. In this episode, we explore why consistent prospecting is crucial, even when it feels like nothing’s happening.   In this episode, I explain why timing is everything in prospecting. I share powerful analogies and strategies to shift your mindset. And I offer a practical, habit-building approach to make prospecting a seamless part of your routine. If you’ve ever doubted the effectiveness of your outreach efforts, this episode is for you.   What You’ll Learn Why only 5-10% of prospects are ready to say "yes" at any given time. How to stay consistent even when it feels like you're getting nowhere. The "garden analogy" for understanding the slow but steady process of prospecting. Why a mediocre message at the perfect time can outperform a perfect message at the wrong time. How to build a prospecting system that works for you, using small, actionable steps.   Key Takeaways Timing Beats Great Copy: Even great emails won’t land if the timing isn’t right. Learn to accept this reality and focus on staying visible for when the timing aligns. The Dip is Your Friend: Seth Godin’s concept of "The Dip" explains why most people quit right before they succeed. Don’t be one of them. Consistency Beats Perfection: Imperfect but steady action is more effective than sporadic perfection. Build habits that make prospecting automatic. The Four Laws of Prospecting Habits: Make it Obvious: Create cues and systems to make prospecting part of your daily routine. Make it Attractive: Pair prospecting with something you enjoy and celebrate small wins. Make it Easy: Break down outreach into manageable steps, like sending two emails a day. Make it Satisfying: Reward yourself for consistent effort, not just responses.   Actionable Exercises Start Small: Commit to sending just 2-3 prospecting emails a day for the next 30 days. Track Consistency: Use a simple tracking sheet to monitor your efforts daily. Celebrate Wins: Keep a journal of small victories, such as completing your outreach for the day. Try the “Garden Perspective:” Imagine each email as a seed—focus on the process, not immediate results.   Memorable Soundbites "A mediocre message at the perfect time beats a perfect message at the wrong time." "Success in prospecting isn’t about perfection—it’s about showing up consistently." "Prospecting is like planting a garden. The magic happens beneath the surface before you see results."   Deploy a Powerful Prospecting System in Just 21 Days I’m starting a new prospecting workshop next week. We’re going to work together over 21 days (Mon-Fri only) to help you implement effective prospecting techniques and habits that actually stick. We’ll roll up our sleeves and actually create your prospecting plan and assets together. And I’ll be there every day to give you direct and personal feedback.   You’ll implement the material day by day, one baby step at a time. And you’ll come away with everything in place, all ready to go.   Would you like to join us? Email me at [] and I’ll respond with all the details.

Happy New Year!   If you're looking to make 2025 one of your best years yet, I have a different approach for you to consider...   Start with zero. And by zero, I mean absolutely nothing.   Doing so will help you accomplish more... and faster.   That’s the topic of this week’s short episode below.

Freelancing can be an exhilarating journey — building a business from scratch, gaining financial freedom, and securing prestigious clients. But what happens when the work that once lit you up begins to feel hollow?   If you've ever wondered if there's more to your career than just success, this episode is for you.   In today’s show, we explore the concept of “Halftime,” a mid-career pivot that shifts your focus from external achievements to deeper personal fulfillment and significance. Drawing from personal experiences and the transformative lessons of Bob Buford’s book Halftime: Moving from Success to Significance, this episode invites you to rethink your path and take actionable steps toward a more meaningful second act.   What You’ll Learn The concept of Halftime and why it’s a proactive, purposeful pivot—not a reactive crisis. How to identify the signs that you’re ready for a career transition. Strategies to realign your work with your core values and personal goals. Practical ways to leverage your existing skills and experience to build a meaningful legacy.   Key Insights and Takeaways Why Halftime Matters for Freelancers As a solo professional, you don’t have a corporate roadmap for navigating career transitions. The freedom to chart your own course is both a burden and a gift. Halftime provides a framework to help you pause, reflect, and realign your business and life in a way that serves your higher purpose.   Recognizing the Need for Change Do any of these resonate with you? You’ve achieved financial milestones but feel unfulfilled. Burnout or fatigue has crept in, leaving you questioning the purpose behind your work. The creative spark that once energized you has faded. These are common signals that it’s time to pivot toward significance.   The Pillars of a Successful Halftime Journey 1. Success Without Significance is Hollow Many freelancers measure success by income, clients, or accolades. But these metrics alone often lead to burnout and dissatisfaction. Reflect on moments in your career that felt truly meaningful. What made them stand out? Practical steps: Revisit your core values and align them with your business goals. Conduct a career audit to identify areas of fulfillment and disconnect.   2. Build on Your Foundation to Create Your Legacy Halftime isn’t about starting over; it’s about using your experience and skills as a launchpad for the next chapter. What does legacy mean to you? It could be as simple as meaningful client work or as ambitious as creating a program that outlasts you. Envision your ideal second act. What kind of work excites you? How can you structure your career to reflect your values?   3. Embrace Experimentation and Small, Purposeful Steps Transitioning doesn’t require a drastic overhaul. Start with small shifts: Say yes to projects that align with your values. Begin phasing out work that drains you. Introduce joy and creativity back into your routine with passion projects. Create margin in your schedule for reflection and exploration.   Actionable Exercises Identify Your Big Why Ask yourself: What matters most to me at this stage of my life and career? Write down 3-5 values that guide your decisions and revisit them regularly. Conduct a Legacy Audit Reflect on your career and identify moments of significance. Ask: How can I create more opportunities for this kind of work? Try the “Joy Alignment Check” List current clients or projects. Which ones energize you? Which ones drain you? Take one small action this week to bring more joy into your work. Draft Your Legacy Statement Example: “In the next 10 years, I want to be known for helping [audience] achieve [outcome] through [method].” Use this statement as a guidepost for decisions moving forward.   Listener Challenge This week, carve out 30 minutes for a personal “vision session.” Ask yourself: What would my career look like if it fully aligned with my values? What small changes can I start making now to move closer to that vision?   Memorable Soundbites “Success without significance is ultimately unfulfilling.” “Your first half built the foundation; your second half builds the legacy.” “This isn’t about starting over—it’s about leveraging everything you’ve built in a more meaningful way.”   Join Me for a Transformative Coaching Experience If today’s episode resonated with you, I have an invitation. Next month, I’m hosting an 8-week small-group coaching program designed for freelancers and solo professionals ready to embrace their Halftime journey.   We’re going to work together over the course of 8 weeks to write a new story for yourself — one that’s unique to you and will enable you to navigate through this fog of doubt and overwhelm.   I'll provide a supportive environment where you can engage deeply with your professional challenges. Together, we'll tackle tough questions that will help you discover the answers you need to confidently navigate your future.   This journey could very well be the catalyst for that profound transformation, helping you navigate through uncertainty with newfound clarity and confidence.   The program is intentionally small and deeply personal. If you’re in your 40s, 50s, or 60s and ready to explore your next act, email me [] with “CLARITY” in the subject line. I’ll reply with all the details.