What happens when creative power, marketing wisdom, and startup energy collide? In this episode, Jay sits down with Julie Matzen to explore the journey from agency leadership to startup empowerment. With honesty, laughter, and depth, they unpack the emotional architecture of business: the fear of becoming irrelevant, the power of validation, and the truth that failure isn’t a wall—it’s a lens.The conversation moves from the dangers of letting AI write your ad copy to the Gen X struggle of feeling unseen, all the way to the radical idea that access to wisdom should be affordable. Through shared metaphors, unapologetic insights, and unexpected childhood stories, Julie and Jay remind us that the real power in business—and in life—comes not from polish, but from presence."Don't let AI be your art. The paintbrush doesn't get the credit."Bio: Julie Matzen is the co-founder of Boarderline and founder of the MayDay Agency. With over 25 years in branding and digital strategy for top-tier brands, Julie now focuses on democratizing access to expert advisors for startups and mid-sized businesses. Through Boarderline, she's building a platform that empowers emerging entrepreneurs to gain real insights from the minds that helped build the world's biggest brands.📌 Key Takeaways✨ [00:14:00] – "AI can automate, but it can't validate."🧘 [00:20:00] – Insight without experience is dangerous—it’s just expensive noise.🔥 [00:36:00] – Gen X has the tools. It's time to show younger generations how to use them.🤖 [00:03:00] – AI is a mirror, not a muse.💭 [00:48:00] – Validation isn’t weakness. It’s water for the seed.📚 Chapter Timestamps🚢 [00:00] – Shifts and Ships in Business🧠 [05:00] – The Wisdom of Gen X and the Value of Lenses🪞 [10:00] – AI as Mirror, Not Muse🎭 [15:00] – The Fear of Aging Out💬 [21:00] – Validation, Vulnerability, and Starting Over📉 [30:00] – Marketing That Misses the Point🎯 [38:00] – Emotional Triggers and Human Branding📚 [48:00] – The Value of Experience🌀 [55:00] – Final Metaphors and MessagesCTA for the ShowIf this episode resonated, subscribe, review, and share it to help grow the Tree of Knowledge 🌳We explore the human experience through tragedy and triumph—with laughter, candor, and depth.🌟 Be cool and keep learning. 🌟CTA for the GuestLearn more about Julie Matzen at:https://theboarderline.cohttps://www.linkedin.com/in/julie-matzen-1696aa52Support her mission to make expert advice accessible to small businesses and emerging founders.🚀 Welcome to The Tragedy Academy PodcastDiscover stories of resilience, redemption, and the human spirit.🎧 Podcasting Made Easy: https://bit.ly/3LSCBh5📲 Riverside Recording Studio: https://bit.ly/3ImjNWD👕 Grab Jay’s Gear: https://bit.ly/431MLD5📘 Bookshop Picks: https://bit.ly/42pPHcv✅ Subscribe: https://www.youtube.com/channel/UCEUXqlregig6vcrvuVNGlKg📱 Follow UsInstagram: https://instagram.com/tragedyacademystudios.comFacebook: https://facebook.com/tragedyacademystudiosTwitter: https://twitter.com/TragedyacademystudiosTikTok: https://tiktok.com/@tragedyacademystudios💖 Support UsPayPal: https://www.paypal.com/donate?hosted_button_id=YMU9L4TBWX6AGBuy Me a Coffee: https://www.buymeacoffee.com/tragedyacademy
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What happens when creative power, marketing wisdom, and startup energy collide? In this episode, Jay sits down with Julie Matzen to explore the journey from agency leadership to startup empowerment. With honesty, laughter, and depth, they unpack the emotional architecture of business: the fear of becoming irrelevant, the power of validation, and the truth that failure isn’t a wall—it’s a lens.The conversation moves from the dangers of letting AI write your ad copy to the Gen X struggle of feeling unseen, all the way to the radical idea that access to wisdom should be affordable. Through shared metaphors, unapologetic insights, and unexpected childhood stories, Julie and Jay remind us that the real power in business—and in life—comes not from polish, but from presence."Don't let AI be your art. The paintbrush doesn't get the credit."Bio: Julie Matzen is the co-founder of Boarderline and founder of the MayDay Agency. With over 25 years in branding and digital strategy for top-tier brands, Julie now focuses on democratizing access to expert advisors for startups and mid-sized businesses. Through Boarderline, she's building a platform that empowers emerging entrepreneurs to gain real insights from the minds that helped build the world's biggest brands.📌 Key Takeaways✨ [00:14:00] – "AI can automate, but it can't validate."🧘 [00:20:00] – Insight without experience is dangerous—it’s just expensive noise.🔥 [00:36:00] – Gen X has the tools. It's time to show younger generations how to use them.🤖 [00:03:00] – AI is a mirror, not a muse.💭 [00:48:00] – Validation isn’t weakness. It’s water for the seed.📚 Chapter Timestamps🚢 [00:00] – Shifts and Ships in Business🧠 [05:00] – The Wisdom of Gen X and the Value of Lenses🪞 [10:00] – AI as Mirror, Not Muse🎭 [15:00] – The Fear of Aging Out💬 [21:00] – Validation, Vulnerability, and Starting Over📉 [30:00] – Marketing That Misses the Point🎯 [38:00] – Emotional Triggers and Human Branding📚 [48:00] – The Value of Experience🌀 [55:00] – Final Metaphors and MessagesCTA for the ShowIf this episode resonated, subscribe, review, and share it to help grow the Tree of Knowledge 🌳We explore the human experience through tragedy and triumph—with laughter, candor, and depth.🌟 Be cool and keep learning. 🌟CTA for the GuestLearn more about Julie Matzen at:https://theboarderline.cohttps://www.linkedin.com/in/julie-matzen-1696aa52Support her mission to make expert advice accessible to small businesses and emerging founders.🚀 Welcome to The Tragedy Academy PodcastDiscover stories of resilience, redemption, and the human spirit.🎧 Podcasting Made Easy: https://bit.ly/3LSCBh5📲 Riverside Recording Studio: https://bit.ly/3ImjNWD👕 Grab Jay’s Gear: https://bit.ly/431MLD5📘 Bookshop Picks: https://bit.ly/42pPHcv✅ Subscribe: https://www.youtube.com/channel/UCEUXqlregig6vcrvuVNGlKg📱 Follow UsInstagram: https://instagram.com/tragedyacademystudios.comFacebook: https://facebook.com/tragedyacademystudiosTwitter: https://twitter.com/TragedyacademystudiosTikTok: https://tiktok.com/@tragedyacademystudios💖 Support UsPayPal: https://www.paypal.com/donate?hosted_button_id=YMU9L4TBWX6AGBuy Me a Coffee: https://www.buymeacoffee.com/tragedyacademy
Detention Episode: “Sniffies, Stand-Up, and Self-Love”
The Tragedy Academy
1 hour 2 minutes
8 months ago
Detention Episode: “Sniffies, Stand-Up, and Self-Love”
"Detention" Warning: Expect offbeat humor, unexpected tangents, and unfiltered fun. This is not your usual Tragedy Academy episode—if you want serious topics, look elsewhere. Listener discretion advised.In this hilarious episode of The Tragedy Academy Podcast, Jay reconnects with stand-up comedian Hernando Del Castillo—host of I Am Just Gaying—for a "Detention Episode" packed with laughs, real talk, and deep dives into identity, community, and self-love. 🎭💖From outrageous one-liners to raw reflections, Hernando shares his journey growing up gay and Colombian, coming out twice (once as gay, once as a comedian), and how comedy became his safe space. 🇨🇴🎤 Jay and Hernando tackle everything from pronoun panic to the exhaustion of living behind masks. The episode balances gut-busting humor with heartfelt insights on family, trauma, and radical self-acceptance. 🌈🔥🎧 Key Takeaways:💬 [00:15] "Sniffies is the new Grindr, bro!" – Hernando’s hilarious take on hookup apps 👩👦 [02:44] "Coming out as a comedian was harder than being gay." 💔 🏳️🌈 [10:44] Jay shares his experience of being bullied for gynecomastia in the '90s 🗣️ [17:30] "Give us grace" – A candid discussion on evolving identity language 🏡 [34:27] "I’m a proud Hispanic, Colombian, queer man... and I love making people laugh."🔥 [37:36] "People left when I became myself" – The price of authenticity ✨ 🎭 [52:07] "Comedy is a magnifying glass" – Jay on humor’s power in deconstructing society 🎙️Hernando Del Castillo, Miami-based stand-up comedian and co-host of I Am Just Gaying, blends sharp wit and raw vulnerability to tell his story as a proud gay Colombian man. His mission: to make you laugh, think, and feel—all at once.If you enjoyed this episode, subscribe, drop a ⭐⭐⭐⭐⭐ review, and share with someone who needs a reminder that it’s okay to be real. Jay delivers unfiltered conversations that entertain and transform. 💥Follow Hernando: Instagram @iamjustgaying | I Am Just Gaying Podcast 🎙️Authenticity isn’t a destination—it’s a decision. Hernando walks that path with humor, grace, and a mic in hand. Don’t miss next week’s Tragedy Academy Podcast episode where tragedy meets transformation, one laugh at a time. Be cool and keep learning. 💡🎙️🔥🚀 Welcome to The Tragedy Academy Podcast 🚀Discover resilience, redemption, and the human spirit through humor and wisdom.🎧 Podcasting Made Easy: Build your site 📲 Upgrade Your Recording: Riverside.FM 👕 Get the Gear: Into the AM 📘 Expand Your Mind: Favorite Reads ✅ Subscribe: YouTube📱 Follow Us:Instagram | Facebook | Twitter | TikTok💖 Support Us: Donate via PayPal or Buy Me a Coffee
The Tragedy Academy
What happens when creative power, marketing wisdom, and startup energy collide? In this episode, Jay sits down with Julie Matzen to explore the journey from agency leadership to startup empowerment. With honesty, laughter, and depth, they unpack the emotional architecture of business: the fear of becoming irrelevant, the power of validation, and the truth that failure isn’t a wall—it’s a lens.The conversation moves from the dangers of letting AI write your ad copy to the Gen X struggle of feeling unseen, all the way to the radical idea that access to wisdom should be affordable. Through shared metaphors, unapologetic insights, and unexpected childhood stories, Julie and Jay remind us that the real power in business—and in life—comes not from polish, but from presence."Don't let AI be your art. The paintbrush doesn't get the credit."Bio: Julie Matzen is the co-founder of Boarderline and founder of the MayDay Agency. With over 25 years in branding and digital strategy for top-tier brands, Julie now focuses on democratizing access to expert advisors for startups and mid-sized businesses. Through Boarderline, she's building a platform that empowers emerging entrepreneurs to gain real insights from the minds that helped build the world's biggest brands.📌 Key Takeaways✨ [00:14:00] – "AI can automate, but it can't validate."🧘 [00:20:00] – Insight without experience is dangerous—it’s just expensive noise.🔥 [00:36:00] – Gen X has the tools. It's time to show younger generations how to use them.🤖 [00:03:00] – AI is a mirror, not a muse.💭 [00:48:00] – Validation isn’t weakness. It’s water for the seed.📚 Chapter Timestamps🚢 [00:00] – Shifts and Ships in Business🧠 [05:00] – The Wisdom of Gen X and the Value of Lenses🪞 [10:00] – AI as Mirror, Not Muse🎭 [15:00] – The Fear of Aging Out💬 [21:00] – Validation, Vulnerability, and Starting Over📉 [30:00] – Marketing That Misses the Point🎯 [38:00] – Emotional Triggers and Human Branding📚 [48:00] – The Value of Experience🌀 [55:00] – Final Metaphors and MessagesCTA for the ShowIf this episode resonated, subscribe, review, and share it to help grow the Tree of Knowledge 🌳We explore the human experience through tragedy and triumph—with laughter, candor, and depth.🌟 Be cool and keep learning. 🌟CTA for the GuestLearn more about Julie Matzen at:https://theboarderline.cohttps://www.linkedin.com/in/julie-matzen-1696aa52Support her mission to make expert advice accessible to small businesses and emerging founders.🚀 Welcome to The Tragedy Academy PodcastDiscover stories of resilience, redemption, and the human spirit.🎧 Podcasting Made Easy: https://bit.ly/3LSCBh5📲 Riverside Recording Studio: https://bit.ly/3ImjNWD👕 Grab Jay’s Gear: https://bit.ly/431MLD5📘 Bookshop Picks: https://bit.ly/42pPHcv✅ Subscribe: https://www.youtube.com/channel/UCEUXqlregig6vcrvuVNGlKg📱 Follow UsInstagram: https://instagram.com/tragedyacademystudios.comFacebook: https://facebook.com/tragedyacademystudiosTwitter: https://twitter.com/TragedyacademystudiosTikTok: https://tiktok.com/@tragedyacademystudios💖 Support UsPayPal: https://www.paypal.com/donate?hosted_button_id=YMU9L4TBWX6AGBuy Me a Coffee: https://www.buymeacoffee.com/tragedyacademy
