International Keynote | Restorative-Justice, D&I Speaker | TEDx Storyteller | Ex-Microsoft
Shelley Winner’s life is proof that second chances create world-class talent. Today she leads Winner’s Circle, a movement equipping justice-impacted people with the skills, mindset, and job placements they need to build thriving careers—while convincing employers that fair-chance hiring is a competitive advantage.
Her mission is threefold:
During her eight-year tenure at Microsoft, Shelley excelled in B2B sales, earning top honours in performance and demonstrating what’s possible when companies bet on potential over the past.
Shelley’s powerful message has resonated with audiences across sectors, challenging leaders to move beyond token opportunities and build truly inclusive workplaces. Her work continues to inspire change, helping employers transform hiring mindsets and justice-impacted individuals transform their futures.
Ross and Shelley talk about prison, incarceration, rehab, interviews, mastering sales, rewiring, rethinking, success, sales reps, teaching, mindset, turning your life around, prison programmes, fear, forgiveness, outside comfort zone, turning life around, mistakes, digital programmes, personal development, the law off attraction and attracting opportunities. The pair also discuss operating at a higher frequency, energy changing, getting into tech, job readiness programmes, criminal records, proof of rehabilitation, hitting walls, sense of hopelessness, shame, society, trust, new laws, hard interviews, fair chance employment, gratitude, work ethic, loyalty, company policies, scaling, manifesting, doing important work and improv classes improving confidence.
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