Soul Sessions
🎙️ Soul Sessions: Real talk. Raw journeys. Radical belonging.
Soul Sessions is where you come to be seen, heard, and empowered. Each episode dives deep into the unspoken challenges of navigating career, identity, and success when you're the first to do it all.
From candid conversations with like minded souls, to solo reflections on self-worth, burnout, and belonging — we go beyond the highlight reel to share the soul behind the success.
This is your space to:
- Hear stories that sound like yours
- Learn tools to build a career and life on your terms
- Stay rooted while rising
Soul Sessions dives deep into the unspoken side of work — from navigating tech careers to leading teams and building systems that scale, all without losing your humanity.
We explore ambition, pressure, belonging, and leadership through candid conversations and personal reflection — revealing the soul behind success.
Hosted by Damon, this is where career wisdom meets honest connection.
Brought to you by joinsoulsessions.com
Soul Sessions
Romanticizing the Struggle
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
In this soul session, the Damon and Charis, both originally from Jamaica, explore the pressures of living up to parental expectations and the journey of transitioning from traditional fields to new careers. Charis shares her story of studying environmental engineering, moving back to Jamaica, working in events and marketing, and ultimately finding her passion in tech sales in the U.S. during the COVID-19 pandemic.
They discuss the cultural and familial expectations that shaped their early life decisions, the struggle of feeling the need to pursue challenging careers to feel accomplished, and the journey toward finding and pursuing personal happiness and fulfillment. The conversation aims to inspire listeners to reflect on their paths and the importance of choosing careers that align with their passions, even if they defy traditional expectations.
00:00 Introduction to the Soul Session
00:26 Romanticizing the Struggle
00:54 Charis's Journey from Jamaica to America
01:16 Challenges and Transitions in Career
03:35 Expectations and Family Dynamics
07:30 Pursuing Happiness Over Tradition
10:40 Balancing Work and Personal Fulfillment
14:50 Overcoming Guilt and Embracing Ease
22:32 Final Thoughts and Reflections