Finding Love Again After Loss

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How do you navigate love after loss?  

Emily sits down with Jennifer Osler-Bolton and her husband Michael Bolton, a couple that found love after Jen’s devastating loss of her firefighter husband, Ryan.

Their candid conversation explores the unique challenges of dating a widow, blending families, and how to honor a late spouse while embracing a new love.  

Through humor, wisdom, and raw vulnerability, they reveal the delicate balance of moving forward while cherishing the past, and how Michael’s love for Jen extends to protecting Ryan’s memory.  

This is a powerful exploration of grief, love, and resilience. 

Listen For:
5:48 – The reality of love after loss
17:22 – Family concerns about dating a widow
34:29 – “Two separate husbands, not a competition”
46:09 – The reality of dating a widow: Compassion and patience 

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Guest: Michael Bolton and Jennifer Osler-Bolton
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