Chris Wilson

Chris Wilson Email and Phone Number

Chief Strategy Officer + Certified Culture and AI Consultant @ Rethinkery - Leadership Development
Hamilton, ON, CA
Chris Wilson's Location
Hamilton, Ontario, Canada, Canada
About Chris Wilson

You’re chasing success, but it feels like no matter how hard you push, you’re always falling short.You’re the go-to person at work, always delivering, always grinding. But when you finally make it home, your mind is still racing—caught in a loop of emails, deadlines, and endless to-do lists. You’re physically there with your family, but emotionally? You’re checked out. The harder you push for success, the more it feels like you’re losing where it matters most.I know because I’ve been there. My twenties were a slow-motion car crash—heavy drinking, zero ambition, stuck in a job that drained the life out of me. I was buried under the weight of my choices, feeling numb and disconnected. When I hit rock bottom, it wasn’t some dramatic fall; it was the slow, suffocating realization that I needed help.Everything changed when I learned this: asking for help isn’t weakness—it’s power.I sat across from a therapist at 25, and for the first time, it felt like someone had turned on the lights. I wasn’t broken—I was lost. And I wasn’t failing—I just didn’t know how to live in alignment with who I truly was. That’s where the real shift started.How I Help You Win—At Work and Home🎯 Core Values-First Approach: Everyone says do more. I help you do what matters most—grounding every action in your values so you can so you can win at work, and be present at home.✅ Micro-Step Framework: Forget the hustle culture. We break down your biggest goals into small, high-impact steps, designed around your values, making real progress unavoidable.⚡ AI-Driven Decisions: Today’s leaders need more than willpower. They need leverage. That’s where AI comes in. I help you integrate AI to supercharge decision-making and automate the things that steal your focus. It’s about cutting through the noise—so you can stay laser-focused on what matters most.📈 Sustainable Success Systems: Together, we build systems that keep you energized, so you can thrive in your career without burning out—while being fully present for the people who matter most.Why Work With Me?Eight years ago, I was fired for standing up for my values. Instead of seeing it as a setback, I used it as a turning point. I started my coaching business, not to chase success, but to live a life of integrity—one that allowed me to be present for my family without sacrificing my ambition.Today, I help executives like you break free from the cycle of overwhelm. It’s not about working harder—it’s about working smarter with AI, cutting out the noise, and focusing on what truly moves the needle.

Chris Wilson's Current Company Details
Rethinkery - Leadership Development

Rethinkery - Leadership Development

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Chief Strategy Officer + Certified Culture and AI Consultant
Hamilton, ON, CA
Chris Wilson Work Experience Details
  • Rethinkery - Leadership Development
    Chief Strategy Officer + Certified Culture And Ai Consultant
    Rethinkery - Leadership Development
    Hamilton, On, Ca
  • Goodman School Of Business At Brock University
    Ai & Leadership Instructor, C-Suite & Succession Leadership Excellence Programs
    Goodman School Of Business At Brock University Oct 2024 - Present
    St. Catharines, Ontario, Canada
    ● Lead high-impact AI strategy sessions for senior executives and succession leaders, empowering them to confidently leverage AI for growth, operational efficiency, and to foster a culture of innovation aligned with their organizational vision.● Design and deliver hands-on workshops, where participants master prompt engineering and build custom AI tools, turning abstract concepts into real-world solutions tailored to their business needs—driving immediate ROI.● Guide executives in integrating AI as a strategic partner, enabling them to enhance decision-making, streamline operations, and implement AI strategies that directly align with their company’s mission, values, and growth targets.● Transform AI into a practical tool for immediate application, ensuring participants leave each session with a ready-to-use GPT-powered assistant, designed to elevate marketing efforts, automate processes, and solve real business challenges effectively.● Build a foundation for AI-driven culture and collaboration, equipping leaders with the skills to use AI as a thought partner, promote collective innovation, and strategically align technological initiatives with long-term business goals.
  • Simplify Your Why
    Work-Life Alignment Strategist
    Simplify Your Why Sep 2017 - Present
    Hamilton, On
    ● Lead a successful consulting firm that empowers senior leaders to overcome complex leadership challenges and optimize team performance.● Bring over a decade of coaching and consulting experience, including more than 2,000 hours of executive coaching.● Coach leaders at well-known organizations such as Canada Mental Health Association, RBC, McMaster Hospital, and Mawer Capital, delivering personalized coaching that enhances leadership effectiveness and strategic decision-making.● Introduce AI-driven coaching strategies, leveraging generative AI and workflow automation to enhance decision-making, resulting in a 25% increase in operational efficiency for leaders adapting to technological shifts.● Develop and facilitate high-impact workshops designed to equip executives with practical skills for integrating AI into their strategic decisions, ensuring immediate real-world application.You’re ambitious—leading a company, managing a team, or growing a business. But between career demands and family needs, something’s slipping. You’re winning at work but missing out at home.I help high-performing professionals and business owners reclaim control of their time and energy, building systems that align with their core values. It’s not about doing more—it’s about focusing on high-impact tasks that drive real progress at work and home. This approach eliminates distractions, prevents burnout, and ensures success without sacrificing family or health.Ready to thrive in both work and life? Let’s make it happen.
  • Shift And Simplify
    Co-Founder & Organizational Culture Consultant
    Shift And Simplify Oct 2019 - Jun 2022
    Hamilton, Ontario, Canada
    ● Developed and led culture and leadership programs designed to align team dynamics with business goals, enhancing both employee engagement and organizational performance for clients, including Mitchell Sandham Insurance, Boss Mechanical, and Niche For Design.● Created and implemented the Energetic Life Program, focused on reducing employee stress, fostering wellness, and promoting a healthy work culture, resulting in improved team morale and productivity across client organizations.● Delivered customized workshops for senior leadership teams, helping them integrate wellness strategies and organizational health into their leadership approach to drive sustainable growth.● Consulted with leadership teams to restructure company culture, aligning employee well-being with organizational values, which led to increased employee retention and reduced burnout.● Empowered executives to become culture champions within their organizations by coaching them on how to lead through positive culture transformations, improving both internal communication and overall business performance.At Shift And Simplify we understand how challenging it is to juggle multiple roles and deal with the fear of being left behind in business. There's a lot at stake for you when your employees don't feel like they're part of a winning team that's being invested in.We believe everybody deserves a chance to thrive in life and work. But in order to succeed, people need help.When the health and wellness of your team doesn’t reflect the values of your company, your bottom line suffers. A happy, healthy and energetic employee communicates the investment you make in your team. It helps you stand out from the competition and grows your business.With our energetic life program you're not just leaving businessgoals to chance. It's stacking the odds in your favour. We're here to help you and your employees reduce their stress so you can thrive in life and work.
  • North Hamilton Community Health Centre
    Pathways To Education Coach
    North Hamilton Community Health Centre Jan 2016 - Sep 2017
    Hamilton, On
    Efficiently and effectively implement innovative strategies and actions, and monitors and evaluates participant experience and results to ensure youth and parents successfully achieve participant and program goals.Advocates on behalf of the program participant, acting as a liaison between the participant and teachers, school representatives, parents and community resources using participant centered traditional, non-traditional and innovative approaches to achieve optimal health and prosperity.Establish and maintain positive, effective and supportive relationships with Pathways participants, parents/guardians, secondary school staff, and community resources as well as with Pathways team through regular contact, participant focused communication.
  • Banyan Community Services
    Child & Family Worker
    Banyan Community Services Jun 2012 - Dec 2015
    Hamilton, On
    Child & Family Worker as part of Canada’s leading mental health program for youth with behavioural problems ­SNAP (Stop Now And Plan).500+ hours of facilitation in a direct Cognitive Based Therapy programming group setting with both youth and adults.Provide client­ centred support, guidance and problem­solving to children and parents to address issues related to family functioning in an individual or group setting using techniques such as active listening, conflict resolution and basic group counselling techniques.Present parenting skill building to clients on issues such as parent­child interaction, child development, discipline and guidance, and behaviour management. Encouraging the commitment and teamwork involved, to ensure the sustainability of the methods implemented.

Chris Wilson Education Details

Frequently Asked Questions about Chris Wilson

What company does Chris Wilson work for?

Chris Wilson works for Rethinkery - Leadership Development

What is Chris Wilson's role at the current company?

Chris Wilson's current role is Chief Strategy Officer + Certified Culture and AI Consultant.

What schools did Chris Wilson attend?

Chris Wilson attended Ipec Coaching, The Marketing Seminar, The Podcasting Fellowship, Wilfrid Laurier University, Mohawk College.

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