ARTICLE
22 September 2025

Littler Lounge: From Sports Brackets To Benchmarks – Navigating The Legal Side Of Workplace Contests And Incentives (Podcast)

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Littler Mendelson

Contributor

With more than 1,800 labor and employment attorneys in offices around the world, Littler provides workplace solutions that are local, everywhere. Our diverse team and proprietary technology foster a culture that celebrates original thinking, delivering groundbreaking innovation that prepares employers for what’s happening today, and what’s likely to happen tomorrow
What do fantasy football, March Madness brackets, and workplace raffles have in common? They might all be gambling – and they might be happening on your company's time and devices.
United States Employment and HR
Claire B. Deason’s articles from Littler Mendelson are most popular:
  • within Employment and HR topic(s)
  • in United States
  • with readers working within the Automotive industries

What do fantasy football, March Madness brackets, and workplace raffles have in common? They might all be gambling – and they might be happening on your company's time and devices. Steve Silver, Littler shareholder and chair of the Maine Gambling Control Board, joins hosts Claire Deason and Nicole LeFave to explore how gaming law is showing up in the workplace in unexpected ways. From mobile betting to prediction markets, the legal implications are evolving fast.

Steve shares practical strategies for navigating this new terrain, from crafting clear policies to understanding how gambling intersects with ADA protections, wage and hour rules, and workplace culture. Whether you're designing incentives or hosting a poker night, this episode offers fresh insights to help employers stay thoughtful, compliant, and inclusive – without losing the fun.

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