
At Questify Your Life®, we use storytelling, gamification, and play to empower Adventurers, especially neurodivergent and disabled Adventurers, to build a gamified, self-directed life.
Questify Your Life is a gamified life-design system built around three elements: Journey, Character, and Quests. Instead of forcing yourself into rigid productivity models, the system helps you design goals that align with your values, energy, access needs, and season of life, especially if you are neurodivergent, disabled, chronically ill, or creatively wired.
This system has been shaped through lived experience, gamification, positive psychology, neurodiversity principles, and years of experimentation and play.
Founder, Sierra Grandy’s main quest is as a professional speaker, advocate, and consultant. She offers keynotes, workshops, and trainings on neurodiversity, mental health recovery, disability inclusion, storytelling, and gamification.
Questify Your Life is a growing story told across multiple platforms. Presentations, stories, resources, tools, and quests related to neurodivergence, mental health recovery, disability, creativity, and gamified living are shared through multiple mediums, including essays, audio, video, and social content.
Life coaching… but with more whimsy, more structure, and an adventuring party.
The Adventure Party is a 10-week, gamified group life coaching experience inspired by Dungeons & Dragons—without requiring any prior knowledge of the game. You’ll join an Adventure Party, complete individualized quests, while receiving accountability and support as your adventure through five story-driven levels.
It’s like playing Dungeons & Dragons, except you are your player character and your quests are based on your real-life goals.

Sessions run 2–5 hours, one-shot format, up to 7 players.
Planning a holiday event or leadership retreat?

Sierra Grandy
Speaker, Advocate, Attorney & Adventurer
Sierra Grandy is an adventurer at heart whose main quest is as a professional speaker on neurodiversity, disability, and mental health recovery, where she helps workplaces and communities build more inclusive, effective, and accessible teams.
Additionally, Grandy founded Questify Your Life, a business and system that transforms personal and professional growth into fantastical adventures. Through her gamified coaching program, Adventure Party, executive coaching for neurodivergent professionals, and her work as a professional Game Master leading corporate team-building experiences inspired by Dungeons & Dragons, Sierra helps individuals and teams develop the skills needed to collaborate, communicate, and lead with confidence.
Beyond her work, Sierra is a dedicated advocate and advisor. She is a licensed attorney in Minnesota. She also serves in leadership roles with the National Alliance on Mental Illness (NAMI), the Minnesota State Advisory Council on Mental Health, the Minnesota Disability Bar Association, and the Neurodiversity Coalition of America.
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