Grief 101 with Ashleigh Conwell

Grief after Loss

In this deeply human and compassionate episode of Pick My Brain, we sit down
with Ashleigh Conwell to explore the lived reality of grief after losing a
partner — and the quiet courage it takes to keep moving forward.

This conversation gently navigates the complexities of grief that often go
unspoken: facing events like Valentine’s Day without a partner, parenting
while carrying profound loss, and learning how to hold space for both
heartbreak and hope at the same time. Ashleigh shares her personal story with
honesty and grace, offering insight into what it truly means to grieve,
survive, and slowly rebuild a sense of meaning.

Rather than offering quick fixes, this episode creates a safe and reflective
space for real conversation — one that acknowledges that grief is not linear,
tidy, or time-bound. It’s a conversation about love, loss, identity, and the
power of being seen and understood.

Aligned with Cuppa’s commitment to using conversations to create impact, this
episode reminds us that sharing stories can reduce isolation, deepen empathy,
and help others feel less alone in their own experiences of loss.

This conversation will benefit:

• Anyone navigating the loss of a partner
• Parents grieving while supporting their children
• People supporting loved ones through grief
• Leaders and community members seeking to foster empathy and understanding

Key Takeaways:

• A deeper understanding of grief and its many forms
• Insight into parenting through loss with compassion and honesty
• Language and perspective to support yourself or others through grief
• Permission to grieve in your own way, in your own time

Want to pick the brain of Ashleigh Conwell? Click here