Relentless Ambition or Running From Pain? Hannah Hammond Gets Real About Self Worth

Beyond The Cover

On this episode of the Beyond The Cover podcast, I sit down with Hannah Hammond, a powerhouse in real estate and private lending, a self-made millionaire by 25, and the host of her upcoming podcast, Relentless.
But today’s conversation isn’t about money, deals, or accolades; it’s about something deeper. Hannah opens up about her journey through intense feelings of unworthiness, her struggle with self-acceptance, and the heavy toll that societal expectations and personal trauma have taken on her self-image.
Hannah shares moments that are raw and vulnerable about feeling disconnected and broken, about the painful road to self-compassion, and her discovery of the power in presence. We talk about the complexities of relationships, the impact of childhood experiences, and what it really means to heal from within.
This isn’t just a story of success, it’s a journey of facing down demons, discovering resilience, and choosing to grow. This episode is for anyone who's ever felt trapped by their past or their own mind. It’s honest, real, and a reminder that, in our darkest moments, we can find the strength to keep going.
Key Moments:
1:30 Hannah Hammond introduction
7:00 The Origin of Hannah's Drive and Ambition
10:30 Facing Judgments and Assumptions in Business as a Woman
19:00 Hannah's Self Image Struggles
26:00 Hannah's Self Healing Journey
32:00 The Trap of Achievement
39:00 Lack of Self Worth
46:00 Reflections On Self Compassion
56:00 Hannah Learning to Trust Herself
1:01:00 Hannah’s Take on Love and Relationships
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