27. The Monday Break(Through) 017 - One Conversation Can Change Everything

The Type Convo

#Arts #Graphic Design #SilverStag Type Foundry #Type Design #Typography #Life Work Balance #Work Balance #Creative Work #Type Foundry #Font Design #Brand Designer #Brand #Inside

51:57

On the Season 2 debut of Lost Cultures: Living Legacies , we travel to Bermuda, an Atlantic island whose history spans centuries and continents. Once uninhabited, Bermuda became a vital stop in transatlantic trade, a maritime stronghold, and a cultural crossroads shaped by African, European, Caribbean, and Native American influences. Guests Dr. Kristy Warren and Dr. Edward Harris trace its transformation from an uninhabited island to a strategic outpost shaped by shipwrecks, colonization, the transatlantic slave trade, and the rise and fall of empires. Plus, former Director of Tourism Gary Phillips shares the story of the Gombey tradition, a vibrant performance art rooted in resistance, migration, and cultural fusion. Together, they reveal how Bermuda’s layered past continues to shape its people, culture, and identity today. You can also find us online at ⁠travelandleisure.com/lostcultures Learn more about your ad choices. Visit podcastchoices.com/adchoices…

about a year ago 3:19

MP3•Episode home

Archived series ("Inactive feed" status)

When? This feed was archived on May 28, 2025 19:10 (15d ago). Last successful fetch was on April 21, 2025 13:06 (2M ago)

Why? Inactive feed status. Our servers were unable to retrieve a valid podcast feed for a sustained period.

What now? You might be able to find a more up-to-date version using the search function. This series will no longer be checked for updates. If you believe this to be in error, please check if the publisher's feed link below is valid and contact support to request the feed be restored or if you have any other concerns about this.

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 out, speak up, and open doors—because the best things in life don’t happen in silence.

🎙️ Listen now and take that first step!

33 episodes

27. The Monday Break(Through) 017 - One Conversation Can Change Everything

The Type Convo

published about a year ago

MP3•Episode home

Archived series ("Inactive feed" status)

When? This feed was archived on May 28, 2025 19:10 (15d ago). Last successful fetch was on April 21, 2025 13:06 (2M ago)

Why? Inactive feed status. Our servers were unable to retrieve a valid podcast feed for a sustained period.

🎙️ Listen now and take that first step!

33 episodes

#Arts #Graphic Design #SilverStag Type Foundry #Type Design #Typography #Life Work Balance #Work Balance #Creative Work #Type Foundry #Font Design #Brand Designer #Brand #Inside

All episodes

1
34. The Monday Break(Through) 022 - Feel the Fear. Start Anyway. 11:06

7 weeks ago11:06

11:06

In this unscripted Monday Break(Through), I finally take a leap I’ve avoided since the start of this podcast—recording solo without a script. It’s raw, imperfect, and real. I talk about pushing through fear, showing up even when you’re unsure, and the underestimated power of side projects. From recording in a noisy apartment to learning new skills outside of font design, this episode is a love letter to doing the thing—even when it’s scary. Plus, I share a major lesson from Elliot Jay Stocks about why side projects matter more than we think, and how they can actually help us avoid burnout, spark new ideas, and reignite passion for our main work. If you’ve been waiting for a sign to start something on the side—this is it. Let’s talk fear, creativity, and why the messy beginning is often the most powerful part.…

1
33. The Monday Break(Through) 021 - How Many Tries Does It Take to Make a Masterpiece? 6:05

8 weeks ago6:05

6:05

We live in a world obsessed with the highlight reel — the bestselling book, the viral moment, the overnight success. But what if the real magic is in the volume of work no one ever sees? In this Monday Break(Through), I reflect on a single post by @mattgottesman that hit me hard — and how it led me to discover a feed full of wisdom, perspective, and quiet truth. From Frank Sinatra’s 1,300 songs to Picasso’s 150,000 artworks, this episode is about the unseen effort behind every masterpiece… and what that means for the rest of us who are still creating in the quiet. 🎙️ Plus — a little behind-the-scenes: Matt Gottesman will be joining me for an Instagram Live this Friday on The Type Convo . Don’t miss it. — 👀 Takeaway: The ratio doesn’t matter as much as the rhythm. 💡 Quote to keep: “Create. Swing. Share. Repeat.”…

1
32. The Monday Break(Through) 020 - The Clichés That Actually Matter 3:16

9 weeks ago3:16

3:16

In this episode, I’m talking about the one thing that keeps coming up in almost every Type Convo I’ve done so far—the so-called cliché of “loving what you do” and “having fun with it.” It might sound overused, but there’s a reason it keeps showing up. In just a few minutes, I explore why joy, curiosity, and play are often the real secret to creative longevity. A soft reminder to bring the fun back into your work—especially when things start to feel heavy.…

1
31. From Surf Life to Type Boss: Creative Hustle & Font Fame w/ Tom Cunningham 59:06

10 weeks ago59:06

59:06

In this inspiring and laid-back conversation, I sit down with Tom Cunningham, the founder of Tropical Type , to talk about his seven-year journey from surf-loving freelancer to building one of the most recognizable font foundries on the internet. We explore how Tom’s “fast font” philosophy democratized high-impact typography for everyday designers, why he ditched clients for creative freedom, and how he stays grounded in a rapidly evolving design world. Tom shares personal stories about launching his business with zero formal training, watching his fonts end up in Billie Eilish & Ed Sheeran videos, designing a typeface with his 5-year-old son, and how he’s navigating the rise of AI. If you’re a creative tired of design elitism or just someone trying to balance creativity with life, this one’s for you. Find more about Tom and Tropical Type: Intagram: https://www.instagram.com/tropical_type/ Website: https://tropicaltype.com/…

1
30. The Monday Break(Through) 019 - Copying Won’t Take You There 5:19

10 weeks ago5:19

5:19

In this episode, I talk about something we don’t address enough: creative copying. After Jen Wagner shared a recent example of font theft, I reflected on my own experiences with people releasing work that feels too close to mine—and others, like Sam Parrett or Tropical Type. Copying might feel like a shortcut, but it leads nowhere meaningful. It’s not just unfair to the original creator—it’s empty. True success comes from putting in the work, finding your voice, and staying honest with your process. Whether you’ve ever been copied—or felt tempted to copy—this episode is a reminder of where the real creative power lives.…

1
29. The Monday Break(Through) 018 - Build First, Perfect Later 4:36

11 weeks ago4:36

4:36

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 a gentle push to get your work out there, even if it’s not “ready.” If you’ve been stuck in planning mode, this episode is your sign to start messy, learn fast, and refine as you go . Because momentum beats perfection every time.…

1
28. The Art Of Learning by Doing w/ WILL PATERSON 47:53

12 weeks ago47:53

47:53

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 the process. 💡 The art of branding & typography – why Will creates fonts for clients and how it transforms brand identity. 📣 Communication & creativity – the secret skill that separates good designers from great ones. 👥 Working with his wife in design – the real challenges & benefits of building a business together. 😈 Imposter syndrome & self-doubt – why it never fully goes away and how to use it as a superpower. Will’s journey from struggling in school to running his own agency and building a massive online presence is packed with insights for any designer, creative, or entrepreneur. 📺 Watch Will on YouTube: https://www.youtube.com/@WillPatersonDesign 📸 Follow him on Instagram: https://www.instagram.com/willpat/ 🌐 Check out his work & agency: https://www.willpaterson.design Let me know your biggest takeaway from this conversation! 💬🔥 #TheTypeConvo #Branding #Typography #SelfTaughtDesigner #CreativeProcess…

1
27. The Monday Break(Through) 017 - One Conversation Can Change Everything 3:19

12 weeks ago3:19

3:19

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 out, speak up, and open doors—because the best things in life don’t happen in silence. 🎙️ Listen now and take that first step!…

1
26. The Monday Break(Through) 016 - Time Is Running—Are You in Control? 2:30

13 weeks ago2:30

2:30

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 of my time?’—not in a productivity-obsessed way, but in a deeper, more intentional sense. Are we investing our time in what matters, or just moving on autopilot? If time is the one thing we can never get back, maybe it’s time to start spending it differently. Tune in for this quick shift in perspective to start your week with clarity and purpose.…

1
25. Legacy Written in Letters – The Art Of Making It w/ Martina Flor 56:41

14 weeks ago56:41

56:41

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, the beauty of sharing your work (before it’s perfect), and why asking for help might be the smartest thing you do for your business. We also dive into her two must-read books: ✨ The Golden Secrets of Lettering – your go-to guide for mastering letterforms. ✨ Make it! The Workbook – for turning your creative skills into a thriving business. If you’re dreaming of doing what you love—and making it last—this one’s for you. 🎙 Listen now, and check out more of Martina’s work and projects at martinaflor.com .…

1
24. The Monday Break(Through) 015 - Behind the Scenes of My Weekly Workflow 4:00

14 weeks ago4:00

4:00

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 stay focused on one big goal every 12 weeks without getting totally overwhelmed. If you’re running a creative business (or want to), this is the exact system that helps me keep things clear, productive, and sustainable. Feel free to steal it, tweak it, and make it work for you. And if you do, let me know how it goes!…

1
23. The Monday Break(Through) 014 - No Luck, No Shortcut, No Problem! 3:02

15 weeks ago3:02

3:02

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 for the right conditions , this one’s for you.…

1
22. “EFFORT IS FREE” – The Unfiltered Design Talk w/ James Martin 56:57

16 weeks ago56:57

56:57

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 • Navigating impostor syndrome and finding his voice • Why he left Adobe for Affinity and joined the Designer Advisory Board at Canva • The power of conversations and how one can change your life • His mission for free design education and the vision behind #Mission10Milli • His philosophy of “Effort is Free” and how it drives his success This is not just another design podcast—it’s a raw, honest look into the mindset and experiences that shaped James into the creative force he is today. Whether you’re a designer, creative entrepreneur, or just looking for some real talk on navigating life and career, this episode is for you. Connect with James Martin: 🔗 Instagram: @made.by.james 🔗 Website: themadebyjames.com 🎧 Tune in now and get inspired!…

1
21. The Monday Break(Through) 013 - Are You in It for Love? 3:00

16 weeks ago3:00

3:00

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 love, will the money eventually come? I dive into this cliché—but undeniable truth—that loving what you do is what makes the work meaningful. And when that love is real, when you wake up excited to create, the money will follow. But if it’s all about the money, with no heart, no obsession, no soul—then maybe it’s time to rethink the path. Tune in for this quick hit of creative clarity to start your week with purpose.…

1
20. The Monday Break(Through) 012 - Handling Creative Burnout 3:51

17 weeks ago3:51