CAPTN OffScript

In today’s Monday Break(Through), I’m sharing a simple principle that has shaped my entire creative journey: Build first, perfect later. Whether you’re designing fonts, launching a product, building a website, or creating anything from scratch—waiting for perfection will only slow you down. I’m sharing personal stories from my own path as a type designer, lessons from guests on The Type Convo, and...

In this episode of The Type Convo, I had the pleasure of chatting with Will Paterson—a logo & brand designer, lettering artist, and YouTube educator with nearly a million followers. 🎙️ We dived deep into: 🔥 The power of backengineering in design – how Will deconstructed work to teach himself design from scratch. 🎨 Why failing more makes you a better designer – embracing mistakes as part of t...

In this episode of Monday Breakthrough, I’m talking about the power of conversations—how they shape careers, relationships, and unexpected opportunities. Inspired by my chat with James Martin on The Type Convo, this is a reminder that every big moment starts with a simple conversation. So, what’s stopping you from starting the convo that could change everything? This week, I challenge you to reach...

In this episode of Monday Break(Through), I reflect on a simple but crucial question: Are you truly in control of your time, or is it slipping away unnoticed? A recent conversation with Martina Flor left me thinking—time is the only resource we all have in equal measure, yet how we spend it defines everything. I dive into the quiet moments when I catch myself asking, ‘Is this really the best use o...

In this episode of The Type Convo, I’m joined by the incredible Martina Flor—lettering artist, author, mentor, and someone who’s built a life and career through bold moves and quiet dedication. We talk about her journey from Buenos Aires to Berlin, how she found her voice in lettering, and what success really means after 15 years in the industry. Martina opens up about the power of side projects,...

After I shared why I stopped setting New Year’s resolutions in this episode , so many of you reached out asking “Okay, but how do you actually plan your weeks?” So here it is—a full breakdown of how I structure my time running a digital product business. I’m talking about my recurring weekly tasks, how I manage releasing new typefaces, balancing content, podcasts, client work, emails… and how I st...

Effort doesn’t have a price tag, but it changes everything. In this episode of Monday Break(Through), I dive into a powerful mantra from my recent chat with James Martin: the idea that effort is completely free—but also the most valuable thing you can invest. No excuses, no waiting for the perfect moment. Just showing up and putting in the work. If you’ve been overthinking, hesitating, or waiting...

In this episode of The Type Convo, I sit down with one of the most influential voices in branding and logo design—James Martin, better known as Made by James. We dive into his incredible journey from struggling with self-doubt to becoming a creative powerhouse behind some of the most recognizable logos in the industry. James opens up about: • The truth behind his 20+ years in the design world • Na...

In this episode of Monday Break(Through), I reflect on a simple yet powerful question that hit me out of nowhere during lunch the other day: Am I in this for love, or am I in it for money? As creatives, we all navigate that balance between passion and practicality, but what happens when one takes over completely? Can creativity survive if it’s only about the paycheck? And if it’s fueled purely by...

Burnout is something every creative faces at some point, and yet, we rarely talk about how to handle it. It’s not just about working too much—it’s the mental exhaustion of constantly creating, staying relevant, and chasing perfection. In this episode, I share what’s helped me avoid burnout over the years, from stepping back without guilt to finding the right creative pace. Plus, I break down my ow...

In this episode of The Type Convo, I sit down with Jack Chitty, the designer and creative force behind ChittCo ( www.chitt.co ). Jack’s journey into design is far from conventional—he started in linguistics and advertising before making the leap into branding and graphic design. We dive into: ✅ How he transitioned into design with no formal education ✅ The impact of personal challenges on his cr...

In this Monday Break(Through), I’m diving into a feeling we’ve all faced at some point—imposter syndrome. But what if I told you it’s not a sign of failure, but actually proof that you’re growing? I’ll share my own experiences with self-doubt, from launching new fonts to starting ‘The Type Convo,’ and how those moments of uncertainty weren’t roadblocks—they were indicators that I was stepping into...

Tired of setting New Year’s resolutions that fall apart by February? In this episode, I dive into the game-changing concept of The 12 Week Year by Brian P. Moran and Michael Lennington. I’ll share how adopting this system helped me go from releasing 20 fonts in 2023 to 41 fonts and updates in 2024—all without working more hours. Learn how to break free from the traditional yearly goal-setting trap...

In this episode of The Type Convo, I’m joined by two incredible creatives who’ve inspired me for years: Adam Vicarel, the mastermind behind Vicarel Studios, and Carly Salzman, an incredibly talented type designer. This was such a special conversation as we dove deep into their journeys, challenges, and creative philosophies. Adam shares his story of discovering hand-lettering while backpacking in...

In this episode of Monday Break(Through), I talk about the challenges of dealing with change and how embracing it can lead to creativity and growth. Using Instagram’s recent profile design update as an example, I share my thoughts on why stepping out of the familiar and leaning into discomfort can open up new possibilities, whether in design, work, or life. Change might be uncomfortable, but it’s...

In this episode of The Type Convo, I reflect on my decision to step away from designing hand-drawn fonts and what led me to rediscover my passion for them. I share insights from past struggles, lessons learned from my podcast guests, and the exciting announcement of a brand-new hand-drawn font that’s on its way. Join me as I explore what it means to give up—and why it’s sometimes just a step in th...

In this episode of The Type Convo, I chat with Adam Bosley, better known as Adam the Illustrator. Adam shares his journey from a track scholarship student to becoming a sought-after illustrator and designer who has worked with global brands like Adobe, Nike, and Reebok. We explore his transition into graphic design, how he found his unique style, and how uplifting messages and community projects l...

In this unplugged episode of Monday Break(Through), I share my personal approach to staying on track when life doesn’t go as planned. From why I’ve ditched New Year’s resolutions to how I embrace the mantra of “do better every day,” this episode dives into the realities of goal-setting, setbacks, and finding growth in small, consistent improvements. If you’ve ever struggled to keep your resolution...

I recently realized how easy it is to get swept up in the whirlwind of the design world, always striving for the next project, the next deadline. But I've learned that true creativity requires moments of pause, moments of disconnection. In this week's Monday Break(Through), I share my own journey toward prioritizing rest and offer insights I've gathered along the way. Tune in to discover practical...

In this episode of The Type Convo Podcast, I sit down with the multi-talented Elliot Jay Stocks—a creative force whose influence spans over two decades in the world of typography and design. From shaping the evolution of web fonts as the Creative Director of Typekit and Adobe Fonts to publishing acclaimed magazines like Eight Faces and Lagom, Elliot’s career is as diverse as it is inspiring. We ex...

In this episode of Monday Break(Through), I’m diving into the truth behind selling digital products—what it really takes to succeed and why the idea of “passive income” is one of the biggest myths out there. From Flash templates to WordPress themes, social media assets, and fonts, I’ve spent over 15 years building a career around creating and selling digital goods. But let me tell you—there’s noth...

Get ready for a truly inspiring conversation with Sam Parrett, the creative genius behind Set Sail Studios. Sam’s fonts have shaped the visual identities of iconic brands and projects like Netflix, Spotify, Victoria’s Secret, the FIFA World Cup, and even Katy Perry! In this episode of The Type Convo, we dive deep into Sam’s incredible journey—from designing band logos to creating typefaces that ar...

Are you struggling with font pairing and feel like it’s more of a headache than it should be? You’re definitely not alone. In this week’s Monday Break(Through), I’m breaking down simple, actionable tips to help you master the art of font pairing—so your typography works for your design, not against it. I’ll share some key principles I’ve learned over 15 years of branding and type design, including...

In this Monday Break(Through) episode, I’m challenging the toxic culture of unnecessary critique and self-doubt in the design world. Let’s talk about why kindness—not criticism—creates stronger creative communities and helps you grow as a designer. Whether it’s dealing with social media negativity or shutting down your inner critic, this episode is all about choosing compassion over cynicism and t...

In this episode of Monday Break(Through), I dive into one of the biggest debates in the design world: the rise of AI. Will it replace designers, or is there a way to stay ahead? Spoiler: The magic of design lies in the human touch—your creativity, perspective, and personal connection to the work. Tune in to hear why AI is a tool, not a threat, and how you can embrace it while staying true to what...