About Donna Sheppard
Founder, Where to Start Consulting
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With nearly 20 years of experience in community, employment, advocacy, and support-based roles, Donna Sheppard has spent her career helping individuals navigate barriers, rebuild confidence, access opportunities, and move forward through some of life’s most challenging transitions.
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Throughout her career, she has supported youth, single parents, seniors, individuals with disabilities, neurodiverse individuals, low-income families, and individuals navigating complex employment or life barriers.
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Donna’s approach is shaped not only by professional experience, but also by lived experience. As a former single parent who once participated in an employment support program herself before later spending years helping others through similar programs and services, she understands firsthand the importance of feeling supported, encouraged, and genuinely seen.
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Her work has included employment counseling, advocacy, caregiver and system navigation support, community outreach, group facilitation, and helping individuals reconnect with their strengths, confidence, and potential.
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Through Where To Start Consulting, Donna combines practical guidance with compassionate, person-centered support to help individuals and organizations create meaningful, sustainable steps forward
If you’re feeling stuck or unsure where to begin, you don’t need all the answers.
You just need a place to start.
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Why Work With Us?
• Lived experience
• 20+ years in the field
• Real-life, non-judgmental guidance
• Focus on clarity, not overwhelm
• Support for those who don’t fit traditional systems
Throughout Donna Sheppard's career, one thing has been clear:
People are not lacking ability — they are lacking clarity.
They are capable. They are trying.
But they feel stuck, unsure where to begin, and often blaming themselves for not being further ahead.
At Where to Start Consulting, our work is guided by one belief:
When perspective shifts, confidence returns — and when confidence returns, forward movement becomes possible.