From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)
2025-11-02 · 76 min · episode 33 · 19 entities
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Host: Damesha Craig, Certified Mindset Life & Career Coach, Startup Board Advisor, Founder, Entrepreneur & Author
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://dameshacraig.substack.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://sundaysoulday.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://leadershipgarden.ai/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://talentconnectnetwork.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://afewwoodmen.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://dameshacraig.substack.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://sundaysoulday.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://sundaysoulday.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://leadershipgarden.ai/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://talentconnectnetwork.com/
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Link in episode "From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)": https://afewwoodmen.com/
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From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)
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From Microsoft to Millions: Building Legacy, Leadership & Letting Go with Shanayla Sweat (S3 E33)
Episode description as stored
What happens when you walk away from corporate security to build something rooted in legacy and purpose?
In this episode of Sunday SoulDay, we sit down with Shanayla 'Shay' Sweat, a former Microsoft Organizational Change Manager turned successful entrepreneur and cultural strategist. From building A Few Wood Men into a $3M brand to burnout and writing essays that challenge corporate culture and systemic barriers, Shay is redefining what it means to lead with authenticity and intention.
We dive into:
🌿 The leap from corporate life to entrepreneurship
🔥 How legacy shaped the birth of A Few Wood Men
💼 What it takes to build a high-performing, scalable team and business
💭 The emotional and strategic journey of selling a seven-figure business
🧠 The mindset shifts, burnout and self-care practices that fuel sustainable success
✍🏽 Permission Slip — a platform redefining success and self-trust.
Whether you’re a leader, founder, or creative in transition, this conversation will remind you that success means nothing without alignment and wholeness.
Connect with Shanayla Sweat
https://www.linkedin.com/in/shanaylasweat/
https://www.afewwoodmen.com/
🔔 Don’t forget to like, comment, and subscribe to catch more purpose-driven conversations.
Host: Damesha Craig, Certified Mindset Life & Career Coach, Startup Board Advisor, Founder, Entrepreneur & Author
Connect with Damesha Craig
🔗: https://www.leadershipgarden.ai
📸 : https://www.instagram.com/dameshacraig/
🔗: https://www.linkedin.com/in/dameshacraig/
📬: https://dameshacraig.substack.com/
🔗: https://www.talentconnectnetwork.com
Be a Guest:
Email us: sundaysouldaypodcast@gmail.com
https://sundaysoulday.com/
Song: Sunset Beach by, Bryo
https://soundcloud.com/bryomusic/sunset-beach
#buildingabusiness #pivots #techleadership #burnout #entrepreneurship
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