Understanding the Legal and Security Landscape of AI in your Executive Assistant Role

Happy Administrative Professionals Week! And what better way to celebrate than by spotlighting the incredible journey of Tanya Benvenuto! In this episode of REACH, we’re celebrating a remarkable milestone—Tanya Benvenuto’s 10-year anniversary at Okta! Tanya’s career evolution from Executive Assistant to Senior Vice President of Executive Operations for the Office of the CEO is nothing short of extraordinary. And for us, this one’s personal—REACH host Jessica Vann had the privilege of placing Tanya at Okta a decade ago (even though Tanya nearly turned the offer down!). Tanya’s journey is a powerful example of what it means to advocate for yourself, lean into your potential, and shape your own trajectory. Over the past ten years, she’s transformed her role from behind-the-scenes support to a strategic leadership position, building and leading a high-performing executive operations team that partners directly with Okta’s top executives. If you’ve ever wondered what it really takes to go from supporting leadership to becoming leadership—this one’s for you!   It’s here! What is arguably Maven Recruiting Group’s most sought-after resource each year—our Annual Compensation Guide for Administrative Hiring! Don’t miss out on the insights that can shape your strategy for the year ahead. Download your copy now: https://www.mavenrec.com/compensation-guide

We're excited to share our conversation with Eliza Leoni, Senior Consultant at Decker Communications, who has extensive experience coaching senior leaders on high-stakes communication. Eliza’s expertise spans a range of critical areas—from leading presentations to large audiences, managing organizational change, and navigating difficult conversations. In this episode, we dive into the role of narrative in driving change, especially for Executive Assistants. You’ll hear how storytelling can shape team dynamics, keep everyone aligned during uncertainty, and help influence without formal authority. This is a must-listen for anyone looking to strengthen their communication skills and make an impact in their organization. Don’t miss out on the valuable insights Eliza has to offer!

In this episode, we welcome long-time REACH fan Karima Thomson, joining us from Abu Dhabi! Karima supports the Executive Leadership Team at Core42, a leading AI company, and previously worked at the Abu Dhabi Investment Authority (ADIA). Born in Scotland, with career experience in London and the Middle East, Karima shares how the EA role in Abu Dhabi compares to the U.S. and Europe, the cultural nuances shaping executive support in the UAE, and how AI is transforming the profession. We also discuss misconceptions about the EA role in the Middle East, the realities of work-life balance in a fast-paced region, and the power of embracing discomfort for career growth. If you’re an EA with international ambitions, this one’s for you!

In this episode we hear from none other than Libby Moore who spent over a decade supporting the legendary Oprah Winfrey. Prior to her impressive tenure with Oprah, Libby supported Jann Wenner media mogul and co-founder or Rollingstone magazine as his Executive Assistant as well as talk show personality Maury Povich as a Personal Assistant. Libby has been featured for her noteworthy career in publications such as Forbes, Forty Over Forty and Smart Company and today, we get to hear about how she has embraced spirituality in the workplace throughout the various twists and turns in her career. Following her time with Ms. Winfrey, Libby transitioned into her now career as an Executive Life Coach. You can learn more about her offerings at https://libbymoore.com/. 

Ever wonder if your years waiting tables or running a hotel front desk could be a secret weapon in your career arsenal? The answer is a resounding yes! In this episode of REACH, we'll be exploring how hospitality skills – those honed in the world of customer service, restaurants, cafes, and hotels – translate beautifully into the executive assistant career. Joining us is Janet Kim, Executive Assistant to the CEO of Clubhouse who successfully parlayed her background in hospitality into a highly successful EA career.  We'll be diving into how skills like anticipation, service, multi-tasking, problem-solving and exceeding expectations seamlessly transition from a hospitality setting to supporting executives.   Janet enjoys sharing her story and experiences with other EAs on her blog called “That Exec Asst Life,” so be sure to subscribe to her social and follow along: https://www.thatexecasstlife.com/

In this episode of REACH, we're welcoming a baller Executive Assistant panel, showcasing 3 incredibly accomplished executive assistants who worked together at Slack for many years as part of the PDE EA Team. In addition to their roles as individual contributor EAs, as leaders within the EA org they also implemented best practices, developed career pathing for EAs, supported with onboarding and navigated the complexities of an acquisition and the ensuring change management (Salesforce acquired Slack in 2021). Joining us is returning REACH guest from Season 2, Shelley Trask, who formerly supported the CTO of Slack for over 6 years. Next, we're joined by Sam Andonian who is currently the Lead Admin to Lidiane Jones, CEO of Bumble and has worked for companies like Slack, Google and Disney. And, rounding out our panel is Ellen Grosswiler, who currently supports the VP of Engineering at Figma and was an EA at Slack for nearly 5 years. Together, our esteemed guests will provide valuable perspectives on how they operate as Lead EAs, offering guidance on leadership responsibilities, mentorship, culture and how they navigate a managerial role within the realm of executive support. 

In this episode of REACH, we're joined by Ninni Vanni who’s been a C-level Executive Assistant for 10 years working for companies like Rula, ON24 and Zuora. Ninni holds a master's degree in communication, bringing a wealth of knowledge and expertise to the table to weigh in this topic. With a background finely tuned to the nuances of effective communication, Ninni is uniquely positioned to shed light on the intricate role that communication plays in supporting executives and managing the multifaceted and often delicate / diplomatic communications an Executive Assistant encounters. As we explore the importance of communication in this pivotal role, we'll unravel the impact of skills like active listening, information streamlining and the art of pushing back when necessary. Ninni's deep understanding of communication dynamics within and outside organizations will undoubtedly provide valuable insights for both aspiring and seasoned executive assistants.

With Mother's Day right around the corner, we thought it’d be fun to do an episode specifically for the working moms! In this episode of REACH, we’ll be delving into a conversation that resonates deeply with many: balancing the demands of motherhood and an elite Executive Assistant career working at the top of the professional ladder. We welcomed remarkable guest Camille Howard for this feel good conversation. Camille's journey to the top is nothing short of inspiring. A US veteran who transitioned seamlessly into the corporate world, Camille now serves as a C-level Executive Assistant supporting the CEO of Mastercard. Beyond her professional accolades, Camille embodies the essence of resilience and balance, seamlessly navigating the intricacies of both career and motherhood. Listen in as Camille shares her insights, experiences, and invaluable wisdom on how she manages the delicate dance between her role as an Executive Assistant and her cherished role as a mother. We'll explore the unique challenges she's encountered, the strategies she's employed to overcome them, and the profound impact her role has had on enabling the executives she’s supported to also reclaim precious time for their personal lives.  And last but not least, Happy Mother's Day!

Happy Administrative Professionals Day to our REACH Executive Assistant community! In the spirit of celebration, we invited our listeners to call in to the show and ask us anything. In this episode we welcomed back Maven Recruiting Group’s VP of Accounts and Growth, Gillian Lopez, to help tackle your burning questions alongside REACH host Jessica Vann. Thank you to all of you who called in to our program and asked such insightful questions around asking for a raise, standing out in your job search, landing an EA to CEO role, adjusting your resume when you've been out of the industry for a while, getting your executive to view you as a trusted partner and so much more! We're excited to share this Q&A episode with you all!

Ann Hiatt is a Silicon Valley veteran with 15 years of executive support experience under her belt. She’s supported many of the titans of tech including Jeff Bezos, Founder and CEO of Amazon, Marissa Mayer, former CEO of Yahoo!, & Eric Schmidt, CEO and Executive Chairman of Google. Having pivoted from her career as an Executive Assistant and Chief of Staff, Ann is now a Leadership Strategist & Executive Coach as well as an author and podcaster! In this episode of REACH, Ann shares some of the wisdom she's gleaned from working closely with some of the brightest minds in Silicon Valley and how she’s parlayed that knowledge into her work as an executive leadership strategist. If you haven't already, be sure to grab a copy of her book Bet On Yourself: Recognize, Own & Implement Breakthrough Opportunities.