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“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:
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
By Lilly Stairs“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:
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