The Learning + Performance Podcast

#19 - Tom McDowall on Upskilling and Reskilling L&D


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In this episode of The Learning and Performance Podcast, I interview Tom McDowall, an experienced learning and development professional and the founder of Evolve Learning Design about the importance of upskilling and reskilling—both for the broader workforce and for L&D teams themselves. We discuss why many traditional models in the field are outdated and no longer serve us and how to skill better. Tom has worked across almost every L&D role—from facilitator to digital designer to head of learning design—and now focuses on helping L&D teams improve how they think, operate, and deliver impact. This conversation is packed with insight and honesty, and I think you’ll walk away with a sharper perspective on how to help people—and yourself—learn and perform better.


Key Topics:

In the conversation, we hit on a number of interesting topics relevant to learning and performance, including:

  • What performance is and why it depends just as much on systems as it does on people
  • Why L&D often solves the wrong problems
  • The difference between capability and opportunity—and how learning only supports one

  • Tom’s journey into L&D and his critique of self-made success narratives

  • What a product mindset looks like in practice

  • Why upskilling is uncomfortable—but necessary—and how to support it without overwhelming people

  • How to measure the success of upskilling initiatives

  • Practical strategies for internal L&D teams to do more with less

  • The importance of context awareness and system thinking

  • And more.


Connect with Tom

  • ⁠Evolve ⁠– Tom’s learning consultancy⁠⁠⁠⁠
  • IDTx Conference - Tom's conference for IDers
  • LinkedIn
  • YouTube


Notes, Mentions, and Resources:

  • Performance = where capability (internal KSAs) and opportunity (external environmental supports) meet

  • W. Edwards Deming – “A bad system will beat a good person every time.”

  • Learning = cognitive process of knowledge and skill development

  • Designing “learning” vs. designing training and resources for learning to occur

  • Spaced practice, dripped content

  • Informal learning occurring all the time

  • Thrive – LXP platform Tom worked with

  • Colossyan – AI avatar video platform Tom consulted with

  • Why luck is a big element of careers

  • Taking a “product mindset” in L&D—viewing L&D as a provider of internal products

  • Thomas Gilbert – Human Competence Model

  • Guy Wallace – Performance-based instructional design

  • Greg Arthur – Learning experience design podcast guest

  • Evolve – Tom’s learning design consultancy

  • The myth of the learner—people don't necessarily want to learn, value learning, or feel comfortable doing it

  • Goal = more performant employees/professionals, not satisfied learners

  • Upskilling and reskilling as a form of change management

  • Reskilling as uncomfortable but a kind/human thing to do

  • WEF Jobs Insight Report (2025) – Human-only jobs declining, high churn/mobility, growing demand for physical labor

  • Importance of L&D upskilling itself and practicing what it preaches

  • Challenges of upskilling L&D: budget, assumptions, discomfort, outdated models, resistance to change

  • Addressing those challenges: be flexible, communicate value, use data

  • Delivering outcomes > outputs

  • Measuring upskilling impact: connect skills to KPIs, observe behavior change, avoid self-assessments, explore genAI roleplays, consider environmental variables

  • Core L&D skills today: resilience, tech elasticity, mental health awareness

  • The Learning Network (UK) – Peer-driven L&D community

  • Pixar’s Brain Trust – Honest, iterative creative feedback

  • Being nice vs. being kind – Hard truths help people grow

  • Kim Scott – Radical Candor – Clear, caring feedback

  • Investing in contextual intelligence—reading widely and understanding learner environments

  • Adam Savage’s principle of first-order retrieval – Reduce friction and increase flow

  • Adam Grant – WorkLife Podcast – Making work better

  • Why you shouldn’t always ask older professionals for advice first

  • Gordon Brown – Seven Ways to Change the World – Insight into global systemic change

  • STOP Technique – Stop, Take a Breath, Observe, Proceed

...more
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The Learning + Performance PodcastBy Patrick Healy