From Supporting Simon Sinek to Supporting in the Era of AI: The Future of Executive Support, Human Judgment and Communication

Happy Administrative Professionals Week! On today’s episode of REACH, we’re joined by Monique Helstrom, former Executive Assistant, Producer, and “Chief of” to Simon Sinek, author of Start with Why. Often described as the “HOW Girl to the WHY Guy,” Monique spent nearly a decade helping build and scale one of the most influential leadership brands in the world, giving her a front-row seat to high-level leadership, communication, and partnership. Now a keynote speaker and coach, Monique shares practical guidance for Executive Assistants on leading up, communicating with clarity, and stepping into their roles with confidence. We also explore how EAs can embrace AI as a powerful tool to stay relevant and enhance their impact. This episode is packed with actionable insights on communication, connection, and evolving as a strategic partner in today’s workplace. Resources & Offers: Podcast Listener Offer Get $100 off The AI-Powered Assistant course. Learn how to think with AI so you can produce stronger work, faster, and position yourself as a strategic partner. Use code: reachpodcast April Coaching Offer Special Administrative Professionals Month pricing on coaching sessions focused on confidence, communication, career direction, and strategic partnership skills. Book a Discovery Call: Double Course Bundle (April Only) Get The AI-Powered Assistant and Introduction to Effective Communication together to build both technical skills and communication clarity. Explore the bundle: About Monique Monique Helstrom is a recruiter, coach, and speaker specializing in the executive–assistant partnership. A former Executive Assistant to Simon Sinek, she now helps executives hire and work effectively with high-level assistants and supports assistants in building strategic, future-proof careers. Website: Instagram: LinkedIn: YouTube: Facebook:

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From Supporting Simon Sinek to Supporting in the Era of AI: The Future of Executive Support, Human Judgment and Communication is an episode from REACH - A Podcast for Executive Assistants by Maven Recruiting Group.

This episode is 53:37 long.

This episode was published on Apr 20, 2026.

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