How to Upskill and Reskill Your Communications Team for AI: A Strategic Guide for Leaders
- Rosemary Sweig
- Apr 23
- 5 min read
Updated: 4 days ago

AI is here, and most employees are not ready for it. Just look at LinkedIn, where many conversations around AI in communications are still centred on how to spot who is using AI and forming AI resistance groups. It is changing daily, but I still find these conversations baffling. Shouldn't we be focused on learning AI quickly?
The numbers show that AI is here, and its presence will continue to grow in the coming years. I was pleasantly surprised by a report by Databricks that showed that 10,000 large companies worldwide already use AI on a large scale, including 300 of the Fortune 500 companies. Still, the question is whether employers are prioritizing AI training for employees.
Communications, once viewed as a discipline required for storytelling and relationship building, is quickly becoming a data-informed, tech-augmented discipline, made better by human emotional intelligence. As AI tools gain ground, the question for communications leaders is this: How will they prepare their teams for it? The answer lies in strategic upskilling and reskilling.
The Difference Between Upskilling and Reskilling (and Why It Matters)
Upskilling means building on the skills employees already have—making them better at their current roles or preparing them for future responsibilities on the same path.
Reskilling, on the other hand, means teaching people entirely new skills so they can shift into different roles altogether, especially as some jobs are redefined or phased out by AI.
Why does this matter?
Because not everyone needs the same learning journey. Some teams need deeper expertise. Others need a whole new map. Understanding the difference helps leaders plan smarter, support more effectively, and avoid one-size-fits-all training programs that fall flat.
Why Upskilling and Reskilling Are Non-Negotiable
AI brings a seismic shift in the way we communicate. It impacts every area of communications: media monitoring, content creation, reputation management, internal communications, and stakeholder engagement. Consider:
Communications professionals who don't evolve risk obsolescence. According to a 2024 McKinsey report, international employees receive far more support to learn AI skills than their U.S. counterparts.
The report says up to 84 percent of international employees say they get full support to learn AI skills, while only half of US employees say they receive support for AI training. For leaders, the challenge is clear: enable their teams to learn AI or risk being left behind.
And that means more than agreeing to include Microsoft Copilot into the communications toolkit. There are so many more tools available to help companies move at the dizzying speed of information today.

The Skills Gap: What Communications Professionals Need
Many communicators excel at the "human" side of the job but lack confidence in data, tech, and AI applications. Upskilling and reskilling efforts must address these gaps strategically. Here’s where the focus should be:
AI Literacy
Team members don’t need to become data scientists, but they do need to:
Understand generative AI vs. predictive AI
Recognize AI’s limitations (e.g., bias, hallucination, privacy concerns)
Evaluate AI tool outputs critically
Fluency
AI is powered by data. Communications teams must be able to:
Read dashboards and analytics
Use insights to inform strategy
Collaborate with data and IT teams
Tool Proficiency
Strategic Application
AI should help achieve business goals. Leaders must help their teams:
Use AI in campaign planning and evaluation
Enhance crisis readiness with simulations and scenario modelling
Align AI use with corporate voice and values
Case Study: Lessons from a Fortune 500 Communications Team
While I can’t name the company for confidentiality reasons, a real-world example from a Fortune 500 healthcare organization illustrates the power of AI upskilling.
In 2023, the company faced a reputational crisis due to misinformation spreading online. Traditionally, their response time lagged due to manual monitoring and approvals. But thanks to a recent AI upskilling initiative, the communications team had adopted:
AI-driven social listening tools for real-time alerts
Prompting techniques for generative AI to draft holding statements
Scenario planning models enhanced with predictive analytics
Their response time dropped by 60 percent, and sentiment recovered within a week. Instead of eroding trust, the crisis became a proof point of their agility and transparency.
Building an AI-Ready Communications Team
Upskilling and reskilling should not be one-off events. They must be embedded in the team culture and L&D (learning and development) roadmap. Here’s a framework for leaders:
Identify knowledge gaps
Use diagnostic surveys or self-assessments to benchmark readiness
Identify knowledge gaps
Use diagnostic surveys or self-assessments to benchmark readiness
Design tiered learning paths
Foundational: For general awareness and literacy
Applied: For integrating AI into daily work
Strategic: For shaping vision, governance, and policy
Invest in experiential learning
Host experimentation labs
Run internal "promptathons
Encourage projects with data teams
Partner with L&D and IT
Embed AI in training curricula
Ensure secure access to tools
Clarify data policies and AI governance
Recognize and Reward Growth
Offer internal certifications or badges
Tie learning milestones to performance goals
Celebrate experimentation and innovation

Overcoming Resistance: Change Management for AI Adoption
Resistance is natural - but manageable. Many fear replacement, creative loss, or simply not keeping up.
Leaders must:
Communicate the vision: Show how AI reduces drudge work and elevates strategic focus.
Reinforce psychological safety: Experimentation must feel safe.
Clarify the evolution of roles: Communicators aren’t being replaced—they’re being reimagined.
Pilot projects are a great way to build confidence.
Try:
Using AI to summarize meeting notes
Drafting internal communications with an AI first pass
Analyzing employee sentiment
When senior communications leaders model this curiosity and transparency, it builds momentum across the team.
The Future of Work in Communications
AI’s role will only grow more sophisticated. In the next few years, expect:
Hyper-personalized internal communications
Real-time executive briefings curated by AI
Predictive reputation modelling
The communications professionals who thrive won’t be those who cling to old workflows. They will be the ones who lead transformation with empathy and clarity.
Practical Takeaways for Leaders
Start now: The AI wave is already here. Don’t wait.
Make it strategic: Tie upskilling to business outcomes like reputation resilience or engagement.
Lead with empathy: Normalize fear, support growth, build safety.
Keep it human: Use AI to elevate the human, not replace it.
Final Thoughts
AI is changing the rules of engagement in communications. But with the right mindset and a structured approach to upskilling and reskilling, communications leaders can turn disruption into opportunity. More than ever, your team needs a compass - and you can be the one to provide it.
Ready to future-proof your communications team? Let's talk about how a tailored AI training strategy can empower your people and protect your brand. Contact me here and press Contact Us. © 2025 CommsPro. Some rights reserved. This content may be shared with attribution and a link to www.commspro.ca.