The Great Reskilling Is Here – Will It Lift Us Up or Leave Us Behind?

Companies across industries are moving at breakneck speed to integrate AI into their workforce:

  • Box emphasizes strategic, productivity-focused adoption
  • Duolingo is rebuilding entire workflows from the ground up
  • Shopify treats AI use as the new baseline expectation
  • Fiverr warns workers to “be exceptional or risk irrelevance”
  • Zapier requires 100% of new hires to demonstrate AI fluency

And these are just the public examples. It’s safe to assume many other organizations are implementing similar policies behind closed doors.

We call this moment The Great Reskilling, a watershed shift that could swing dramatically in either direction. It could echo past times of disruption, like the Great Depression or the Great Recession, marked by displacement and insecurity. Or it could resemble transformative milestones like the Great Exhibition, where new technologies were made understandable and accessible to millions.

The Great Reskilling presents organizations with critical challenges:

  • Keeping pace with rapid tool proliferation without overwhelming teams, or risk falling behind
  • Ensuring AI enhances human work rather than replacing it, or risk displacing employees
  • Integrating AI into existing systems (CRMs, ERPs, and other core platforms), or creating costly fragmentation
  • Guiding the workforce through technological change with clarity and support, or leaving people to struggle alone
  • Identifying the right “jobs to be done” and workflows where AI enablement can truly accelerate impact

Ultimately, the determining factor is this: Will organizations invest in comprehensive, accessible training and mentoring that lifts people up, or will they leave employees to navigate the transformation alone?

The Current Reality

of employees don’t feel sufficiently trained to use AI effectively

more employees are actually using AI in their workflows than leadership realizes

of organizations report challenges in upskilling their workforce for AI adoption

AI Training Services: What We Deliver

Tailored AI Training Programs
  • Customized AI training designed around the technology investments you’ve already made, whether that’s Google Workspace, Microsoft 365, Salesforce, or your core business systems
  • People-first curriculum that emphasizes collaboration, confidence, and ethical usage—ensuring AI enhances human judgment rather than replacing it
  • Training that clarifies how to balance cutting-edge frontier models with specialized AI solutions, matching the right tool to specific workflows and business initiatives
  • Practical modules that teach teams when to use AI as an accelerant versus when human expertise should lead, preserving critical thinking and professional judgment
  • Security-conscious training that balances innovative use cases with appropriate governance, helping teams drive meaningful business value while maintaining data integrity
Vendor-Agnostic Expertise
  • Objective guidance through the complex AI tools ecosystem, grounded in real-world testing rather than marketing promises
  • Help selecting the right tools for your specific workflows and business objectives, cutting through vendor hype to focus on genuine value
  • Strategic integration that harmonizes new AI capabilities with your existing technology investments – CRMs, ERPs, productivity platforms – minimizing fragmentation and maximizing ROI
  • Independent assessment of when to leverage frontier models versus specialized solutions, ensuring you’re not over-engineering simple problems or under-powering complex ones
Scalable Learning & Adoption
  • Leadership coaching that transforms AI adoption from a technology rollout into a workforce empowerment initiative
  • Training programs designed for scale across departments, roles, and skill levels, ensuring no one gets left behind in The Great Reskilling
  • Content and curricula that evolve with your organization’s AI maturity, from foundational literacy to advanced application
  • Change management strategies that build confidence and competence simultaneously, helping teams see AI as enhancement rather than threat
  • Proactive adaptation frameworks that prepare your organization for continuous evolution in the AI landscape

Why Organizations Choose to Partner With Cascade Insights

You don’t need another vendor – you need a partner who understands that The Great Reskilling succeeds or fails based on how well we prepare people for change, not just how quickly we deploy technology.

  • Two Decades of Role-Focused Research Expertise: We’ve spent 20 years studying how professionals and teams adapt to technology shifts, from early internet adoption to cloud migration to now AI integration – so our training aligns with how people actually work, learn, and grow.
  • Platform-Neutral Approach: Whether you’re deeply invested in Google Workspace today, committed to Microsoft 365, or evaluating new solutions, we build training that transcends any single vendor ecosystem and works with your technology decisions.
  • People-Centric Philosophy: Our purpose is to equip people with AI capabilities, not to steamroll them with software implementations. We believe The Great Reskilling becomes “great” when it amplifies human judgment and expertise rather than replacing it.
  • Educational DNA: Founded by longtime educator Sean Campbell, Cascade has built its reputation on helping teams adapt, learn, and grow through major technological transitions. We understand that lasting change happens through education and empowerment, not just tool deployment.

The Difference? We see technology adoption as human development. While others focus on software rollouts and feature adoption, we focus on building confident, capable people who can leverage AI to do their best work. That’s how The Great Reskilling becomes a story of empowerment rather than displacement.

About Sean Campbell

Sean Campbell combines deep technology expertise with a lifelong passion for teaching and mentorship, making him uniquely suited to guide organizations through the adoption of AI. As Cascade Insights’ co-founder, he has spent over 30 years mentoring clients, colleagues, and future business leaders. His approach combines strategic thinking with practical implementation, always keeping the human element at the center of technological change.

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