High-Income Business Writing Podcast

As freelancers, many of us crave the freedom to explore new places without the financial burden that travel can bring. But what if you could fly in luxury without spending a fortune? That's where points travel comes in, and today's guest is a true expert in this game. Spencer Howard, the mastermind behind , has helped countless people book premium travel with points instead of cash—making dreams of business and first-class travel a reality. In this episode, Spencer shares his journey from a political career to building a freelance writing business to becoming a full-time freelancer in the world of points and miles. He dives deep into the strategies freelancers can use to leverage credit card rewards and optimize points for travel, breaking down complex topics like transferable points and airline-specific credit cards. And he explains how to do this without getting into debt or paying credit card fees that don’t make sense. I learned a lot from this conversation. I realized that many of my hang ups about points travel were unfounded. And I discovered that I’m actually making some pretty big mistakes with a strategy I assumed was getting me huge travel perks (but it’s really not a great value!). If you love to travel, you’re going to find several actionable tips on how to maximize your points, avoid common pitfalls and plan your next dream trip—all without breaking the bank or getting into debt. Enjoy!

Have you ever had a client, prospect—or even an acquaintance—ask to "pick your brain"?   At first, it might feel flattering. But after the fourth or fifth time, it starts to feel like a burden.   You feel taken advantage of.   In this short episode, I talk about how I changed my approach to these requests. Instead of making excuses or feeling resentment, I started charging for “brain picking” sessions—and it completely transformed how I handle these situations.   I walk you through how I reframed these requests into a structured offer, how I set the price, and how you can do the same to ensure that clients and prospects value your time and expertise.   It doesn’t matter what type of work you do as a solo professional. If you get these requests regularly, this episode will give you practical tips on how to handle them with confidence.

Most freelancers and solo marketers focus their marketing efforts on prospecting, networking, or LinkedIn.   But guesting on podcasts that your target audience listens to? Not so much.   And that’s too bad, because appearing on podcasts can be a powerful way to build your brand, meet and network with great people, generate leads, and establish yourself as a thought leader in your market.   In this episode, I sit down with Angie Trueblood, a seasoned podcast publicist, to explore how freelance writers and solo marketers can harness the power of podcast guesting.   Angie shares her unique journey into the world of podcast publicity and breaks down why being a guest on the right shows can make a huge positive difference in your business. We dive deep into actionable strategies, including:   Why podcast guesting is an underused but highly effective strategy for freelancers How to identify the podcasts that will bring real value to your business Insider tips on crafting a genuine, irresistible pitch Practical advice on preparing for your podcast debut to maximize impact How to track and measure the success of your podcast guesting efforts   Whether you’re looking to expand your client base, increase your visibility, or simply explore new avenues for growth, Angie’s insights will open your eyes to the untapped potential of this marketing strategy.

A growing number of writers are incorporating AI tools into their workflow.   Those who’ve kept an open mind and experimented with different approaches and ways to increase their productivity and scale their creativity have seen remarkable improvements in both the quality and quantity of their work, allowing them to stay ahead in an ever-evolving industry.   The current models are powerful out of the box. But what if there was a way to take things a step further and create personalized AI tools tailored to your unique needs?   In this episode, I sit down with Erynn LaFlamme, founder and CEO of Ethic Agency, a marketing agency based in Metro Atlanta. Erynn and I discuss how writers can harness the power of custom GPTs to handle nuanced parts of their client workflow.   Erynn has become an expert in using AI for content creation, and she walks us through the process of building Custom GPTs and shares real-world examples of how her team is leveraging this technology to produce better work.   We dive deep into:   The difference between Custom GPTs and using standard ChatGPT Key steps involved in creating GPTs for specific clients Challenges and ethical considerations in AI-powered workflows How to refine and improve Custom GPTs over time Deciding when to use a Custom GPT versus a general AI tool   We also explore what this means for the future of freelance writers and content professionals—will AI replace us, or will it become an essential tool in our toolkit?   Whether you’re curious about integrating AI into your business or looking for ways to refine your processes, this episode offers some very practical ideas, insights and tips.

I was doing an exercise the other day where I looked back over the past 3 decades of my career to think through every major breakthrough I had and every big move I made.   Not only was this a fun trip down memory lane, it also made me realize a few very important things.     One of them is that nearly every breakthrough happened during a very challenging moment in my career. And in a few cases, they happened when I was desperate—when I was in a very tight spot and desperately needed things to turn around.   And that got me thinking, “You know ... desperation can lead to some very powerful breakthroughs!”   That’s the topic of this week’s short podcast episode below.

In this episode, we’re tackling one of the biggest challenges freelancers face: the dreaded feast-or-famine cycle. Whether you're a seasoned freelancer or just starting out, the strategies we’ll discuss can help you create a steady stream of work and avoid the panic that comes with dry spells. The Growing Urgency of Client Prospecting The freelance world is facing increased pressure. With a challenging economy causing many businesses to put projects on hold, freelancers who’ve enjoyed steady work over the past few years are now finding themselves in a tough spot. The solution? A strategic and consistent approach to prospecting that can keep your pipeline full, regardless of external conditions. Recognizing Marketing as a Core Role As a solo business owner, marketing isn't just something you do when you need work—it’s a critical role that you must prioritize. Freelancers often come from environments where work is handed to them, but when you’re running your own business, you’re responsible for every function, including marketing and sales. If you’re serious about building a sustainable business, you need to accept this responsibility and make marketing a consistent part of your routine. The 10% Rule: A Simple Strategy for Consistent Marketing To ensure marketing becomes a habit, I recommend the 10% Rule—dedicating 10% of your weekly work time to marketing activities. This approach is flexible, achievable, and essential for maintaining a healthy pipeline of opportunities. Whether you're booked solid or facing a slow period, this rule helps you stay proactive in your marketing efforts. Building Marketing into Your Routine Consistency is key. Just like brushing your teeth or going for a walk, marketing should become a habitual part of your weekly routine. When you make marketing a non-negotiable habit, you’ll find that opportunities start to flow more regularly. This doesn’t mean you have to cold prospect constantly—staying in touch with your network, engaging with past clients, and maintaining visibility on platforms like LinkedIn can all contribute to keeping your pipeline active. The Priority Pyramid: Focus on High-Probability Opportunities First When your pipeline is dry, it’s important to focus your efforts on the highest-probability opportunities first. That’s where the Priority Pyramid comes into play: Current Clients & Open Proposals: Start by following up with current clients and open opportunities. This is the highest-probability area where you can secure quick wins. Past & Dormant Clients: Reconnect with past clients or those who have gone dormant. They already know, like, and trust you, making it easier to reignite the relationship. Dead Leads: Reach out to prospects who showed interest in the past but didn’t convert. Often, circumstances change, and they may now be ready to move forward. Cold Prospects: Finally, if you’ve exhausted the previous three categories, turn to cold prospecting. This can be time-consuming, but it’s a necessary part of maintaining a full pipeline. The Importance of Reps and At-Bats Cold prospecting can feel daunting, especially when you face rejection or silence. But remember, like a slot machine in Vegas, the more you play (or in this case, prospect), the higher your chances of hitting a jackpot. The key is to keep going, even when it feels tough. The more reps you do, the better your chances of landing a big win. Unwavering Commitment: The Foundation of Success Freelancing comes with its challenges, and it’s during these tough times that your resolve will be tested. It’s crucial to have a strong sense of purpose—your “Big Why”—that keeps you motivated. Like the American colonists fighting for their freedom, your commitment to your business and your goals will carry you through the toughest challenges. Upcoming Workshop: Build a Powerful Prospecting Habit in 21 Days If you’re ready to take your prospecting efforts to the next level, I’m excited to announce a new prospecting workshop starting next week. Over 21 days, you’ll receive daily lessons and assignments designed to help you build effective prospecting habits that stick. This workshop is all about action, accountability, and results—perfect for freelancers who are ready to transform their business. This is the last time I’m running this workshop in 2025. To join us, send an email to [ed at b2blauncher dot com], and we’ll get you all the details. The workshop begins on Monday, September 16, so don’t wait! Final Thoughts Breaking free from the feast-or-famine cycle requires a strategic and consistent approach to marketing and prospecting. By embracing your role as a marketer, following the 10% Rule, and focusing on high-probability opportunities, you can create a steady flow of work and build a sustainable freelance business. Thanks for tuning in to this episode of the High-Income Business Writing podcast. I hope you found these strategies useful. Until next time, keep pushing forward and stay committed to your success.

As freelancers and solo professionals, we often (unknowingly) sabotage our own success from the very first interaction with a prospect.   We present ourselves and our services in a way that works against us. It erodes trust and diminishes our perceived value before we even begin working with a potential client.   It often starts the moment we ask our clients, "What can I do for you?"   This simple question can unknowingly shift us from being experts in our field to mere order-takers, losing control of our own business direction.   From there, it shows up in what we say to clients and prospects. What we offer. How we price our work. How we position ourselves in the market. And how we talk about what we do and the value we deliver.   In this episode, we're diving deep into this critical issue. My guest is , an experienced freelance professional and entrepreneur who has mastered the art of positioning herself as an expert rather than an order-taker.   Amy shares invaluable insights on how to regain control of your freelance business, build authority with clients, and establish yourself as the go-to expert in your field.   We explore a number of important topics, including:   Recognizing when you've fallen into the order-taker role and how to break free Practical steps to shift from order-taker to expert (and yes, you ARE more of an expert than you realize!) Building and demonstrating authority—even if you’re shy or introverted Setting boundaries and managing client expectations Developing the communication skills and confidence needed to position yourself as an expert   Whether you're a seasoned freelancer looking to level up your business or still in the early stages of growing your practice, this episode offers valuable insights to help you take back the power in your business and truly thrive as a freelance professional.   I hope you find our conversation enlightening and actionable!

Freelancing can be a lonely journey. But it doesn't have to be.   Many freelancers struggle to find consistent work, navigate client relationships, and stay up-to-date with industry trends. They often feel isolated, and unsure where to turn for support or guidance.   Not Rachel Smith, my guest in this week's episode. Rachel is the founder of , a thriving jobs board and community for Australian freelance writers that has been going strong for over a decade.   But here's the kicker: Rachel's List started almost by accident.   Early in her freelance career, Rachel found herself frequently recommending other freelancers when she couldn't take on projects. This informal network of referrals gradually evolved into a highly successful business that has transformed the freelance landscape for countless writers.   These days, Rachel's List isn't just a job board. It's a vibrant community where freelancers share information, find overflow work, and access practical skill-building masterclasses. The success has even spawned a popular podcast (The Content Byte) and an annual conference — .   I was thrilled to bring Rachel on the show to share her insights on how freelance opportunities have grown and changed over the years. We go deep into this idea of building a small community of your own. And we discuss the skills freelancers need to thrive in today's market.   Whether you're a seasoned freelancer looking to expand your network or a newcomer trying to find your footing, you’ll find a number of valuable insights on building a supportive freelance community and turning connections into business opportunities.

When you’re starting to offer advisory engagements to clients and prospects, it’s very common to get nervous.   Say you’re talking with a prospect and you can tell that they need help beyond writing. In fact, you can see that it doesn’t yet make sense to go right into a writing project — mainly because they need to make some other decisions first.   But you’re nervous ... because you’re not sure how to think about what they’re telling you.   Or you’re not sure how to explain that they need to do something else first before creating that marketing asset.   Here’s what I do to help me get better clarity quickly and calm my nerves. It’s a bit of a decision tree or decision flow chart. A powerful heuristic, if you will.   I ask myself the following questions:   Does it sound like they need help coming up with the right solution or intervention? In other words, the right solution is not well defined yet. And you can’t really move forward with anything until they figure that out (hopefully with your help). Do they have the right intervention BUT need help improving how they’ll produce that intervention? For example, they have the right idea for how to solve the problem. But as you listen to them talk about it, you realize the topic, theme, or approach they want to take is flawed. Do they have the right intervention AND the right approach ... but they need help bringing that intervention to life? For example, they want to interview 15 subject matter experts, which is way too many. Or they want to do too much too quickly.   Why are these internal questions valuable? They’re valuable because they can help you categorize the exact type of need the prospect has AND how you’ll steer the conversation and how you’ll offer to help them.   And if you can determine this quickly and efficiently during that prospect conversation, you’ll have more mental and creative bandwidth to listen more attentively to what they’re saying AND end the conversation by stating your case confidently.   So give this heuristic tool a try next time you go into a prospect or client conversation where you notice that they may need help beyond just writing.

Life can often feel like a never-ending hustle — especially when you feel like you’re working harder than ever but getting poorer results.   Deadlines loom. Responsibilities pile up. And the bills keep coming.   It’s so easy to get swept up in the daily grind and feel like you’re constantly in the middle of a storm that just won’t let up.   Before you know it, the love you once had for your work starts to dim. And frustration and burnout take hold ... leaving you with a persistent feeling that you're merely going through the motions.   Sound familiar?   If so, I think you’ll really appreciate this episode. My guest today is my mentor, teacher, and good friend Peleg Top.   I’ve known Peleg for 14 years. He’s had a huge influence on my life and my business. And he’s the person who encouraged me many years ago to become a coach. I’ve learned a ton from him over the years, and much of that inevitably seeps into the work I do with my own clients.   I wanted to bring Peleg on because what I’ve been seeing in our business over the past year troubles me.   I’m seeing a level of frustration, burnout, doubt, fear, and uncertainty among creative professionals that I haven’t seen in a very long time. So many solo creative professionals are feeling rudderless and uninspired.   They’re tired and deeply in burnout territory. They want to change. And they’re trying their best to improve their situation, reinvent themselves, and create something new. But they feel plagued with a lack of clarity, fear, and self-doubt.    Peleg believes that these symptoms are a clear sign that your inner muse is inaccessible. It’s locked up in a prison cell made of routine, stress, and self-doubt. And in order to break through and create the change we want, we must unleash this inner muse so we can tap into our core creative potential.   I couldn’t agree more.   In this conversation, we get right into this. We explain what this inner muse is all about. And how we can start embracing it to open up pathways to new ideas, emotional healing, and a profound sense of fulfillment—both in our professional and personal lives.   An Invitation   One more thing. A few months ago, Peleg and I felt called to do something about the challenges we’re seeing among creative professionals. We wanted to do something more profound and life-changing than a podcast episode.   Don’t get me wrong. You’ll get a lot out of listening to this conversation. But we’ve also decided to co-lead a retreat this September in Santa Fe, New Mexico. And it’s something I’m super-excited about.   We’re calling it the Unleash Your Inner Muse retreat.   This is a 5-day event where we'll work together to help you rediscover and nurture your creative spirit, unlock your full creative potential and craft a compelling vision for your personal and professional life.   You'll reconnect with a profound joy and exhilarating freedom that will make you wonder how you ever lost touch with this divine spark within.   And by the end of our journey together, you'll walk away with:   Practical tools to reignite your creativity A renewed sense of motivation and direction A process that nourishes your authentic self and reconnects you to a creative energy you haven't felt in years   If what we share in this episode resonates with you, I invite you to listen to the end, where we talk a bit about that event. I’m also including a link with all the details on the show notes page for this episode. Or you can go straight there by visiting .