The Power of Story Structure with Deborah Ager
The RebelRebel Podcast
“That thing you feel awkward about? It might be your superpower.” In this episode, Michael Dargie sits down with author, editor, and writing mentor Deborah Ager, founder of Radiant Media Labs. Based in Maryland, Deborah helps business leaders, professionals, and creatives translate their decades of knowledge into books that clarify, inspire, and connect. This episode is sponsored by my new book , helping you find, shape, and share your story with the world. Deborah shares how her work evolved from marketing consultant to book coach—and how a single ghostwriting project opened a door...
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Art, ADHD, and Undead IP with Ben Walker-Storey
The RebelRebel Podcast
“That thing that made you weird? It’s your superpower now.” In this episode, Michael Dargie chats with illustrator, animator, and all-around macabre misfit Ben Walker-Storey. From his spooky spot in Grass Valley, California—known for gold rushes and now monster sketches—Ben opens up about his life as a creator navigating ADHD, artistic reinvention, and DIY horror storytelling. This episode is sponsored by my new book , helping you find, shape, and share your story with the world. Ben is the creative force behind Cheap Chills Fan Club, an online brand that’s part creepy, part...
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Tech, Tactics, and Takeovers with Claire Milligan
The RebelRebel Podcast
“Don’t stop being that person who steps off the ledge.” In this episode, Michael Dargie connects with Claire Milligan, founder of Aimably, whose career has evolved from a designer obsessed with user experience to an entrepreneur helping businesses navigate private equity transformations—without losing their soul (or their engineers). This episode is sponsored by my new book , helping you find, shape, and share your story with the world. Claire shares her journey from building products inside a small startup to leading business lines within private equity–owned companies. When...
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Life After the Great Resignation with Laura Darrell
The RebelRebel Podcast
“Leadership is my jam.” In this episode, Michael Dargie connects with leadership coach, author, and former VP of Boston Pizza, Laura Darrell. From her new home in Mexico City, Laura shares the story of how she and her husband upended their successful corporate careers in Canada, packed up their lives—and their pets—and moved south to rediscover joy, purpose, and a better way of living. This episode is sponsored by my new book , helping you find, shape, and share your story with the world. What began as a break from the grind turned into a lifestyle. Along the way, Laura wrote a book...
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Entrepreneurial Grit and Grace with special guests Tomer and Anastasia Arwas
The RebelRebel Podcast
“When you lose everything, you realise what you actually need to live a good life.” In this episode, Michael Dargie welcomes husband and wife duo Tomer and Anastasia, Ukrainian immigrants who rebuilt their lives and careers from scratch after arriving in Canada. As war displaced their lives, their response was bold: uproot, relocate, and start anew in a country where they knew no one. The conversation follows their incredible journey from fleeing conflict to becoming proud business owners in Calgary, Alberta. This episode is sponsored by my new book , helping you find, shape, and share...
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Rebel in the Writer’s Room with Joel Novoa
The RebelRebel Podcast
“I couldn’t afford a Plan B. It was all or nothing.” In this episode, Michael Dargie sits down with Venezuelan-American filmmaker Joel Novoa, a passionate storyteller whose journey winds through political unrest, deep personal reflection, and a relentless pursuit of creative expression. This episode is sponsored by my new book , helping you find, shape, and share your story with the world. Joel shares how his early life in Venezuela shaped his worldview, teaching him to move forward even when everything around him felt stuck. With both a legal background and a master’s in...
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Villains, Rogues, and Heroes of NYC
The RebelRebel Podcast
“If you want to create change, do it. Don’t wait for permission.” In this episode of The RebelRebel Podcast, host Michael Dargie sits down with Rebecca Bratspies, a law professor, author, and environmental justice advocate, to explore the fascinating and often overlooked history of New York City’s place names. Her book, Naming Gotham: The Villains, Rogues, and Heroes Behind New York Place Names, reveals the incredible (and sometimes shocking) stories behind the names of streets, bridges, and parks in NYC. This episode is sponsored by my new book , helping you find, shape, and share...
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Slow Trains and Big Ideas
The RebelRebel Podcast
“You have to be an advocate for curiosity.” In this episode of The RebelRebel Podcast, host Michael Dargie welcomes back Lou Maxon, a creative powerhouse whose journey spans branding, architecture, and the fascinating world of trains. Lou shares insights from his recent travels to Japan, where he immersed himself in the culture, history, and craftsmanship that continues to inspire his work. From exploring Komiko Art House to visiting a hidden model railroad museum in Yokohama, his experiences reinforced the idea that the best bets in life and work are the long ones. This episode is...
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One Golden Nugget For Creative Rebels
The RebelRebel Podcast
“There’s never a perfect time. Just begin.” In this episode of The RebelRebel Podcast, host Michael Dargie welcomes Steven Foster, the founder of One Golden Nugget, to share his remarkable journey through entrepreneurship, personal struggle, and self-discovery. From sleeping in his office during lockdown to creating a global platform that collects and shares wisdom nuggets, Steven’s story is as inspiring as it is humbling. This episode is sponsored by my new book , helping you find, shape, and share your story with the world. Steven takes listeners back to his early days when his...
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Taking The Fight Forward
The RebelRebel Podcast
“At what age should I stop achieving? At what age should I stop improving?” When most people hit their 50s, they might slow down, lean into comfort, and start looking forward to retirement. Not Stuart Warren Dansby. He did the opposite—he stepped into the ring. In this powerful episode of The RebelRebel Podcast, host Michael Dargie sits down with Stuart to talk about his journey into competitive fighting later in life, a path filled with punches, humility, and the relentless pursuit of personal growth. This episode is sponsored by my new book , helping you find, shape, and share your...
info_outline“Don’t stop being that person who steps off the ledge.”
In this episode, Michael Dargie connects with Claire Milligan, founder of Aimably, whose career has evolved from a designer obsessed with user experience to an entrepreneur helping businesses navigate private equity transformations—without losing their soul (or their engineers).
This episode is sponsored by my new book BRANDJITSU, helping you find, shape, and share your story with the world.
Claire shares her journey from building products inside a small startup to leading business lines within private equity–owned companies. When rising AWS cloud costs became immovable obstacles, Claire and her colleague Mark founded Aimably to solve one very expensive problem: making cloud hosting costs understandable—and manageable.
She breaks down how cost and engineering decisions in tech are often misaligned, how the traditional gross margin model fails modern SaaS, and why firing developers to improve numbers is not the solution. There’s also time for farting Santas, sourdough alternatives, and Claire’s favourite ski patrol memories in Lake Tahoe.
This conversation dives deep into systems thinking, entrepreneurial grit, and why people—and their quirky personalities—are what drive the best businesses forward. It’s candid, funny, and packed with aha moments about building better companies and better lives.
Quotable quotes
“We do margins wrong in software.” —Claire Milligan
“People are just the beginning and the end of the conversation.” —Claire Milligan
“Don’t stop being that person who steps off the ledge.” —Claire Milligan
“We get stuck in decisions that have cascading consequences.” —Claire Milligan
“You had me at farting Santa.” —Michael Dargie
Episode highlights
Aimably’s Mission | Helping businesses navigate private equity with cloud cost clarity
Cloud Reality Check | Why AWS bills forced Claire into entrepreneurship
From Logo Design to UX | Claire’s design roots lead her into tech
Obsessed with Cars | User experience goes beyond screens
Grandpa’s Farting Santa | Corporate leadership meets absurd desk décor
Needlepoint Sass | Claire’s unexpected creative outlet
Software ≠ Car Manufacturing | Why tech doesn’t track costs like physical goods
Redefining Margins | Putting engineering up top changes the math
Broccoli, Reimagined | Life (and vegetables) after the 80s
On Chairlifts and Wisdom | Claire’s ski patrol reflections
Baking Through Burnout | Croissants, millionaires shortbread, and pandemic therapy
Leisure Isn’t Just for the Rich | Why Great British Bake Off matters
Around the World in Two Weeks | A father-daughter adventure
Rebel Advice | When you step off the ledge, stay authentic
Links from episode
Aimably Website (https://www.aimably.com)
Claire Milligan on LinkedIn (https://www.linkedin.com/in/clairemilligan)
BrandJitsu Book (https://brandjitsu.com)
Hosted by: Michael Dargie
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