Season 12

In this episode of Notes to My (Legal) Self, we continue our Legal Operations series with Tyler Quillin, Product and Regulatory Counsel at Xbox. In “Teaching Lawyers to Think Like Product Counsel,” Tyler joins Olga Mack to explore how legal professionals can collaborate more effectively with engineers, regulators, and executives—without losing sight of business goals or user impact.

Tyler brings the unique perspective of a former educator turned in-house counsel. He shares how adopting a teaching mindset can transform the way lawyers advise product teams, communicate compliance needs, and create value in tech-forward organizations. If you're an in-house legal professional, legal ops leader, or aspiring product counsel, this conversation will reshape how you approach cross-functional relationships and proactive compliance.

Together, Tyler and Olga dig into:

• How to communicate with engineers using analogies, visuals, and storytelling
• Why early regulatory engagement is a competitive advantage
• Strategies for earning executive trust and political capital
• The importance of mentorship—and how Tyler systematizes it
• How legal teams can add value without saying “no”

Whether you're supporting a fast-moving product team, navigating complex regulations, or mentoring the next generation of legal professionals, Tyler’s insights will elevate how you practice law.

Key Learning Outcomes:

• Learn how to simplify legal concepts for technical and non-legal stakeholders
• Discover how to build relationships with regulators to protect innovation
• Gain executive trust by bringing business-aligned legal solutions
• Understand how to structure mentorship for long-term impact
• Develop a growth mindset that drives business value

This episode is a masterclass in modern in-house legal strategy—blending product thinking, regulatory foresight, and authentic mentorship.