Chronic Boss Unfiltered is the podcast where ambition meets women’s health. Hosted by Lilly Stairs—two-time founder and three-time autoimmune patient—this show dives deep into what it really takes to build a business or climb the career ladder while living with chronic illness. Each week, Lilly sits down with powerhouse women who are chasing big dreams while navigating flare-ups, fatigue, and everything in between. Expect raw, unfiltered conversations that move from the hospital bed to the boardroom, giving you both inspiration and practical insights to balance health and ambition.
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Chronic Boss Unfiltered is the podcast where ambition meets women’s health. Hosted by Lilly Stairs—two-time founder and three-time autoimmune patient—this show dives deep into what it really takes to build a business or climb the career ladder while living with chronic illness. Each week, Lilly sits down with powerhouse women who are chasing big dreams while navigating flare-ups, fatigue, and everything in between. Expect raw, unfiltered conversations that move from the hospital bed to the boardroom, giving you both inspiration and practical insights to balance health and ambition.
Transforming Chronic Illness Into Your Sales Superpower with Justine Beauregard
Chronic Boss Unfiltered
54 minutes
3 weeks ago
Transforming Chronic Illness Into Your Sales Superpower with Justine Beauregard
“When people meet me they always go you are so organized, you are like systems oriented, youve got frameworks for everything and im like Ive literally trained myself to have these skills because of my chronic illness”
In this inspiring episode of Chronic Boss Unfiltered, host Lilly Stairs sits down with Justine Beauregard, powerhouse sales strategist, entrepreneur, and Chronic Boss Collective member. Justine has helped hundreds of clients generate millions in revenue through her innovative approach to “feel-good sales.” But what makes her work extraordinary is how she’s woven her experience with multiple chronic illnesses into her sales philosophy.
Together, Lilly and Justine unpack what it means to lead with authenticity, why chronic illness can be a secret advantage in business, and how entrepreneurs can embrace frameworks that reduce sales anxiety. Justine shares her own journey of embracing vulnerability, building sustainable systems in business, creating boundaries, and cultivating a supportive community that empowers rather than drains. This conversation is equal parts strategy, wisdom, and soul
.What You’ll Learn:
Justine has worked with 700+ clients, helping them generate millions in revenue.
Vulnerability and openness about her chronic illnesses became a powerful branding asset.
ADHD reframed as a superpower: hyperfocus, efficiency, and system-building.
Sales anxiety can be reduced through frameworks that allow authenticity.
Business sustainability comes from flexibility, not rigid hustle culture.
Community recommendations are more powerful than Google searches—especially for health
Defines a Chronic Boss as someone who fully integrates ambition and chronic illness
Timestamps:
(00:00) – Introduction ambition meets chronic illness in the world of entrepreneurship.
(02:19) – Chronic Illness as a Mirror of Entrepreneurship How flare-ups and uncertainty prepared her for the highs and lows of business.
(03:14) – Leading with Vulnerability Why Justine decided to openly share her conditions on her website and the impact on her clients.
(06:49) – Relating Through Authenticity Opening up as a business strategy that deepens client trust and relatability.
(07:41) – Reframing ADHD & Other Conditions Turning hyperfocus and efficiency into strengths.
(10:07) – Confidence as an Output How confidence is built through action, not a prerequisite.
(13:37) – Process as a Superpower How medical routines taught Justine the power of systems and accountability.
(16:56) – Feel-Good Selling Defined Frameworks that empower entrepreneurs to sell authentically without anxiety.
(23:31) – Building a Business that Supports Health Sustainability, systems, and learning through trial and error.
(27:31) – Community as Medicine Why Chronic Boss connections provide both health and career solutions.
(37:25) – Finding Your Inner Circle The power of supportive, challenging, and uplifting friendships.
(43:40) – Having the Hard Conversations Growth through discomfort, curiosity, and open dialogue.
(46:16) – The Magic of Chronic Boss Networking Leading with vulnerability to create instant connection.
(51:59) – What Being a Chronic Boss Meansm Embracing all of yourself—conditions and business—as one whole identity.
Connect with Justine:
✨/ SellWithJustine.com
✨/MonthlySpeedNetworking.com
✨/ https://www.instagram.com/sellwithjustine/#
✨/ https://www.linkedin.com/in/sellwithjustine
Connect with Chronic Boss:
🖤 / https://chronicboss.com/
🖤 / instagram.com/chronicbossco/
🖤 / https://www.linkedin.com/company/chronic-boss/
🖤 / https://www.tiktok.com/@chronicbossco
Connect with Lilly:
🖤 / https://lillystairs.com/
🖤 / https://www.linkedin.com/in/lillystairs/
🖤 / https://www.instagram.com/lillystairs
Chronic Boss Unfiltered
Chronic Boss Unfiltered is the podcast where ambition meets women’s health. Hosted by Lilly Stairs—two-time founder and three-time autoimmune patient—this show dives deep into what it really takes to build a business or climb the career ladder while living with chronic illness. Each week, Lilly sits down with powerhouse women who are chasing big dreams while navigating flare-ups, fatigue, and everything in between. Expect raw, unfiltered conversations that move from the hospital bed to the boardroom, giving you both inspiration and practical insights to balance health and ambition.
