Rachel Kitching Burrows, Managing Director of Chesterton House, shares her extraordinary journey from aspiring actress to financial services leader. She opens up about her unexpected entry into the industry, the transformative power of true financial planning, and the life-altering moment she was diagnosed with breast cancer at seven months pregnant all while navigating new motherhood and rebuilding her career with remarkable resilience and vulnerability.
In this episode, Rachel discusses:
• Her drama school years at Bretton Hall and how storytelling became her secret weapon in business
• Falling into financial services as an administrator and proving early doubters wrong (“you’ll never be technical”)
• The defining experience at Chesterton House discovering cash-flow modelling and fee-based planning long before it was industry standard
• The dramatic post-2008 transformation at Cooper Perry and rising through paraplanning to leadership roles
• Being promoted to director while pregnant, then receiving a breast cancer diagnosis at seven months and the year that followed with early delivery, surgery, chemo, and her newborn son’s battle with Group B strep
• The “triple brain fog” of baby brain, chemo fog and chemical menopause and how it forced her to question everything
• The gift her cancer journey gave her: radical vulnerability, presence, and the ability to sit comfortably with discomfort
• Returning to Chesterton House as Operations Director and now leading as Managing Director feeling like she’s “come home”
• Her leadership philosophy: bring your whole self to work, use EOS/Traction for clarity and accountability, and lead with storytelling and authenticity
Key takeaway:
Rachel proves that the greatest leadership strength often comes from life’s hardest chapters. By embracing vulnerability, rejecting other people’s limiting labels, and bringing her full authentic self to work, she turned personal tragedy into rocket fuel for resilience, connection, and purposeful leadership.