#330 Why Grief Has No Timeline with Toni Filipone episode artwork

EPISODE · Jul 14, 2026 · 42 MIN

#330 Why Grief Has No Timeline with Toni Filipone

from Heal Your Heartbreak

In today’s expert episode, I’m interviewing Toni Filipone, founder of Master Grief and an expert in navigating grief and loss. We discuss her personal story of losing her partner to suicide after going through a brutal divorce, and how even with 30 years of personal development coaching experience, grief left her at a complete loss. We dive deep into why grief doesn’t follow predictable patterns, the reality of “early grief,” and how societal expectations around healing are often unrealistic. We also explore how breakups can bring a unique kind of compounded grief, why it’s common to grieve the loss of a future that never happened, and how to separate facts from the painful stories we tell ourselves. If you’ve ever felt stuck, guilty, or broken during heartbreak or loss, this episode will validate your feelings and offer a fresh, compassionate perspective on moving through grief.To find out which Break Up Bestie Course is right for you, click the link to take the quiz and get matched with the best solution for you: https://tally.so/r/Y5Z6LNTo get my course bundle Heal Your Break Up, go to https://www.breakupbestie.com/heal-your-break-up-course and use the code PODCAST for $25 off!To join Healing Hearts Club for FREE: https://www.facebook.com/groups/1021288124899873Don’t let stigma stand in the way of support. Start therapy with BetterHelp. Sign up and get 10% off at BetterHelp.com/heartbreak Sleep cooler this summer with Boll & Branch during their Annual Summer Event. For a limited time, get 20% off sitewide at BollandBranch.com/heartbreak with code heartbreak.You can find DRIVE by Kate Stewart wherever books are sold in print and in eBook and REVERSE wherever books starting on 7/28.See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Episode metadata supplied by the publisher feed · Published Jul 14, 2026

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In this episode of Heal Your Heartbreak, Kendra interviews grief expert Toni Filipone about why grief is so challenging, the unique ways we process loss after breakups or death, and actionable strategies for healing and resilience.

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#330 Why Grief Has No Timeline with Toni Filipone

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