Work and Wellness

EP 93: The Cost of Ambition - What Does a Successful Life Really Look Like? with Kelly Barrett

September 21, 2026·49 min
Episode Description from the Publisher

What does it actually cost to be ambitious and is it worth it?In this episode, I sit down with Kelly Barrett, founder of Underwear for Humanity, to talk about one of the most honest conversations I've had on this show. Kelly grew up in commission housing, moving every six months, hiding from real estate agents. That instability built a tenacity that would take her to the London College of Fashion, through corporate life, two business closures and ultimately to one of Australia's most quietly radical purpose-led brands.This is a conversation about ambition, identity, burnout and what it really means to build a successful life, not by society's definition, but your own. Kelly doesn't have everything figured out. She oscillates between trust and panic, between hustle and rest, between the woman she wants to be and the workaholic she knows she can become. And that honesty is exactly what makes this episode worth listening to.Key TopicsHow growing up with financial instability shaped Kelly's ambition and resilienceWhy closing Silent Arrow, a business deeply tied to her identity, was both heartbreaking and clarifyingThe kookaburra moment in Byron Bay that became the beginning of Underwear for HumanityWhy martyrdom in business is not a virtue and what it actually costs youHow Kelly reckons with being a hard worker when that hard work has come at a personal costAbout KellyKelly Barrett is the founder of Underwear for Humanity, a purpose-led underwear brand embedding social and environmental responsibility into every part of its business model. With over 20 years designing underwear and bras, Kelly co-founded Starcorp in 2009 which became the second largest supplier to one of Australia's largest retailers. She then founded feminist lingerie brand Silent Arrow before launching Underwear for Humanity, where every purchase provides a free pair of underwear to someone in need. A multiple award winner including Banksia and Planet Arc, Kelly is proving that business can be both commercially viable and genuinely good.Connect with KellyWebsite: underwearforhumanity.com.auInstagram: @underwearforhumanityKeywords: ambition, entrepreneurship, burnout, purpose, identity, impact business, sustainability, resilience, women in business, success

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