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Editorial

What AI Upskilling Looks Like at Every Level of the Organization

4 minute read
Tiffany Prince avatar
By
SAVED
A 3-tiered approach to AI upskilling for leaders, managers and individual contributors.

“All great changes are preceded by chaos.” – Deepak Chopra

We are all living through a major transformation of how work gets done. Generative AI is reshaping how we do business, and smart leaders are already gearing up for the change. But let's face it: adapting your entire organization to work with AI isn't a walk in the park. It requires a well thought out approach for upskilling that touches every level of your company. 

It also requires play. 

While play may not be the first thing you think of when it comes to technology adoption, it’s exactly what you need now. Generative AI is moving fast and there’s no guidebook for how to proceed. Play encourages experimentation, which in turn builds understanding of how these platforms work, what they do best and where they can help in your workplace. 

A playful work environment will inspire and accelerate AI adoption, but it requires executives to adopt a different mindset to navigate the way forward.  

AI Transformation Starts at the Top

First things first, you need to get your executive team on board. They're the ones who'll be steering the ship, so they need to grasp not just the nuts and bolts of AI, but also the big picture stuff - like how it'll impact your business model and what ethical landmines to watch out for. They don't need to become tech wizards overnight, but they do need to speak the language of AI strategy. Closing the gap between organizational and AI knowledge will be critical for these leaders to move their businesses forward. 

Areas to consider for the executive team:

  • Strategic understanding of AI capabilities and limitations
  • AI governance and ethical considerations
  • Risk management related to AI implementation
  • Understanding AI’s impact on business models and competitive landscape
  • Decision-making with AI-generated insights

Upskilling needs: advanced AI literacy, ethical AI leadership, and strategic foresight in an AI-driven world

Related Article: AI Is Transforming Corporate Learning. Here's How to Evolve Alongside

Managers: Putting AI to Work

Moving down the ladder, your managers are going to be the ones in the trenches, making AI work day-to-day. They'll need to learn how to lead teams where humans and AI work side by side. Imagine as a leader, having AI agents and/or robots as part of the team. This is especially true in certain industries. In the latest Gartner 2024 AI and Future of Work Predictions Report, they estimated, “By 2028, there will be more smart robots than frontline workers in manufacturing, retail, and logistics due to labor shortages.” It's a whole new world of working, and these leaders will need the skills to manage performance, drive change, and make decisions based on AI-generated insights.

Areas to consider for the manager level:

  • Operational understanding of AI tools and their applications
  • Managing hybrid teams of humans and AI
  • Performance management in AI-augmented environments
  • Change management for AI integration
  • Data-driven decision making

Upskilling needs: AI project management, AI-human collaboration strategies, ethical AI implementation, change leadership

Give Employees Space to Experiment

Now, for the employees on the front lines, it's all about hands-on experience. They need to get comfortable working with AI platforms and tools, learn how to interpret (and question) what the AI provides, and understand how it fits into their daily workload. It's not just about using the tech; it's about developing a critical eye and the ability to adapt on the fly.

It will be important to emphasize the importance of experimentation and iteration rather than solely focusing on risks and guardrails. Organizations will need to be more risk tolerant than maybe they have been in the past. Possible solutions to encourage playful experimentation with these AI tools is by building an “AI sandbox” that is disconnected from legacy technology within the organization and a separate instance from the open AI cloud database. Just like we’ve had staging environments in the past for new releases of updated enterprise software, we can create a safe space for employees to experiment and test the AI platforms, to understand how best to use them, and not risk sharing proprietary or sensitive information with these platforms or outside of your organization. 

Areas to consider for employees:

  • Hands-on training with specific AI platforms and tools relevant to their roles
  • Understanding how to interpret and question AI outputs
  • Best practices for human-AI collaboration
  • Basic AI literacy and understanding of AI’s role in their work

Upskilling needs: technical skills for AI tool and platform usage, critical thinking and AI output evaluation, adaptability and continuous learning mindset

Related Article: Reduce Uncertainty to Drive AI Adoption

You’ve Only Just Begun

Here's the kicker: this isn't a one-and-done deal. The world of AI is moving at warp speed, so you need to embed a continuous learning mindset into your company's DNA. That means setting up ongoing training programs, workshops and knowledge-sharing sessions to keep everyone sharp. To optimize the impact of AI across your organization, you need to consider designing personalized approaches through learning journeys that are tailored to specific roles in order to build out these competencies. This can be done through podcasts, weekly newsletters, online courses, books, and hands-on simulation labs. 

Of course, you can't talk about AI without talking ethics. From day one, you need to drill home the importance of using AI responsibly. That means tackling thorny issues like bias, privacy and the impact on jobs head-on. Trust me, it's better to get ahead of these issues than to play catch-up later.

You're going to hit some bumps along the way. People might resist the change, worried that AI will make their jobs obsolete. You'll likely uncover skills gaps you didn't even know existed. And integrating AI with your current systems? That could give your IT folks a few sleepless nights.

But here's the thing: these challenges are all part of the journey. Start small with pilot projects to show what AI can do. Get a diverse team together to lead the charge. And don't be afraid to bring in outside experts to fill in the knowledge gaps.

Remember, successfully adopting AI isn't just about the tech — it's about your people. It's about creating a culture where innovation thrives, where people are excited to learn and adapt, and where AI is seen as a powerful tool, not a threat.

Learning Opportunities

As you embark on this AI adventure, keep your eyes on the prize: a future where your organization isn't just keeping up with the AI revolution, but leading it. It's going to take work, sure. But with the right approach, you'll be setting your business up for success in ways you probably can't even imagine yet.

Ready to take the plunge? Start by taking a hard look at where your organization stands with AI today. Then, roll up your sleeves and start crafting a strategy that'll work for your unique business. The future's coming fast — it's time to get ready for it.

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About the Author
Tiffany Prince

Tiffany Prince, an award winning and internationally renowned speaker, consultant, coach and owner of Prince Performance LLC, who provides services for AI adoption, change leadership, and culture alignment within organizations for the future of work to a range of companies and industries. She has first-hand knowledge of Biotechnology, Pharmaceuticals, US Federal Government, Financial Services and Healthcare sectors. Connect with Tiffany Prince:

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