In this episode of REACH, we’re joined by Kris Cordle Goodsall, Founder and CEO of Devenu Collaborations. Throughout her career, Kris has supported some of Silicon Valley’s most influential leaders, including Ev Williams at Twitter and Stewart Butterfield at Slack, guiding them through the evolution from product creator to company leader.

At Slack, she played a key role in scaling the company globally and later served as Chief of Staff, leading through its direct listing and $27.7 billion acquisition by Salesforce. Drawing on those experiences, Kris now coaches founders and CEOs of growth-stage companies, helping them strengthen leadership teams, uncover blind spots, and scale with intention.

Kris shares what she learned observing leadership up close, how those lessons shape her coaching today, and why avoiding burnout and setting boundaries are essential for both executives and their teams. She also reflects on her own journey from Executive Assistant, to a sabbatical in France, to Chief of Staff, and now executive coach, revealing how each chapter taught her to redefine success and leadership along the way.

In this episode of REACH, we’re joined by Tyler Macaulay, Senior Executive of Charter Sales at Quantum Jets, a private aviation company dedicated to making executive travel seamless, efficient, and stress-free. Quantum Jets' innovative mobile app and dedicated support team give Executive Assistants and advisors everything they need to plan private travel. Tyler brings insider expertise on everything from selecting the right aircraft to navigating private airports, coordinating timing, managing in-flight details, and even arranging for pet travel.

Together, we’ll demystify the world of private aviation, explore how it compares to commercial travel, and highlight common pitfalls to avoid when booking flights for your executive. You’ll walk away with practical strategies and best practices to make private travel smoother and more impactful for both you and your executive.

Sponsor: Quantum Jets – Seamless Booking and Trip Management

It’s everything Executive Assistants need to manage private aviation for their executives, all in one place.

✨ Download the Quantum Jets app today (available on Apple and Android) and use code REACH to receive a $1,000 flight credit. For trips under $20,000, $500 will apply toward your first booking and $500 toward your next. For trips over $20,000, the full $1,000 credit applies to your first trip.

In this episode of REACH, we sit down with Sarah Duncan, Executive Assistant to Maven Recruiting Group’s Founder & CEO, Jessica Vann. With over two years of partnership under their belt, Sarah has been instrumental in helping Jessica balance the demands of running a company with the realities of family life and personal pursuits. From managing client communications and high-stakes priorities to ensuring the home front runs smoothly, Sarah’s role extends far beyond the desk.

This conversation provides a rare behind-the-scenes glimpse into the EA–executive partnership, offering insights on how to build trust, navigate diverse working styles, and establish systems that empower both the assistant and the leader to thrive. For Executive Assistants curious about supporting a Founder/CEO, or leaders wondering how an EA can truly transform their capacity and impact, Sarah’s perspective provides both inspiration and practical insight.

In this episode of REACH, we’re joined by longtime friend of the Maven community and executive coach, Michael “Coop” Cooper. With over 20 years of experience coaching executives and teams, Coop specializes in helping organizations align, collaborate, and perform at their highest potential. His work spans leadership accelerators, team alignment workshops, and coaching on the Brain Types framework, a tool that helps individuals better understand how they think, communicate, and respond under pressure.

We dive into what makes a high-performing team, how leaders can foster clarity and cohesion, and the common blind spots that hold teams back. Coop also shares actionable insights for Executive Assistants supporting C-suite leaders, especially when navigating misalignment or communication breakdowns.

If you’re looking to deepen your influence, drive alignment across your organization, or better understand how to show up at your best under stress, this episode is a must-listen!

If your team or organization is ready to operate at a higher level of alignment, collaboration, and performance, you can explore Coop’s offerings at highperformanceorgs.com.

In this episode, we’re joined by longtime EA-turned-cofounder Michelle Czarnik, whose 17-year partnership with her executive led to the launch of BOXMEDIA.io, a mission-driven storytelling platform. Michelle shares what it takes to build a high-trust, long-term EA partnership, one that evolves from support to strategic collaboration, and how that trust ultimately opened the door to entrepreneurship.

We trace her incredible career journey, from working in Hollywood as Maria Bello’s assistant, to pivoting into tech, and now returning to her roots in estate management. Michelle also opens up about her passion for golf, the power of presence, and why she’s on a mission to get more women on the course.

Whether you’re in the early stages of your EA career or dreaming about what’s next, Michelle’s story is a masterclass in reinvention, resilience, and leaning into the unknown.

Bridging the worlds of food, writing, and the behind-the-scenes realities of celebrity chefs, today’s guest is a true powerhouse! Laurie Woolever is best known as the longtime assistant and trusted collaborator of the legendary Anthony Bourdain. But her story stretches far beyond that role, from working as a receptionist, a private chef to a UHNW health-conscious family, to graduating from culinary school and serving as assistant to Mario Batali at the height of his fame.

Laurie’s career evolved into food media and writing, culminating in co-authoring several books with Bourdain. A three-time New York Times bestselling author, she completed World Travel: An Irreverent Guide after Bourdain’s passing and penned Bourdain: The Definitive Oral Biography. Her latest memoir, Care and Feeding, is a raw, witty, and moving reflection on carving out her own voice while supporting someone else’s.

In this episode, we dive deep with Laurie into her memoir Care and Feeding and the pivotal events that have shaped her life. Laurie pulls back the curtain on navigating the world as an assistant to larger-than-life culinary personalities, breaking into food media, and forging a new path as a writer. We explore the highs and lows of her journey, as she reflects on years spent supporting others and how it ultimately led her to tell her own story.

You don’t want to miss this amazing episode and Laurie’s insights on what it truly means to find your own voice after a career spent amplifying others!

Learn More About Laurie, Her Work, and Her Podcast:

Website: https://lauriewoolever.com/about

🎉 We made it—100 episodes of REACH! 🎉

In this milestone episode, we're flipping the script and putting our host, Jessica Vann, in the hot seat. As Founder and CEO of Maven Recruiting Group, Jessica has spent the past 6 years bringing the voices, journeys, and insights of the EA community to life—and today, we’re turning the mic on her.

Guest host Amy Crumley, Executive Assistant to the CEO at Samba TV (and longtime REACH fan!), takes us behind the scenes to explore the origin of the show, the most memorable moments, lessons learned, and what it’s taken to build a podcast that’s become a cornerstone for the administrative community.

From sourcing top-tier guests to recording in studio (with a Molinari sandwich in hand), this episode is a heartfelt look at the journey, the people, and the passion behind REACH.

Stick around for a special appearance at the end—you won’t want to miss it!

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 thrilled to bring you a truly special episode of REACH—one that’s been years in the making! For the first time, we’re hearing from both an Executive and her former Executive Assistant in a joint conversation about what it takes to build a powerful, productive partnership.

In this episode, we sit down with Varsha Rao, Founder and CEO of Zeal AI, and Sheena Deol, who supported Varsha during her time as CEO of Nurx. Their partnership spanned 3.5 years, and the insights they share about trust, communication, and operating as a true extension of one another are nothing short of inspiring.

You’ll also get an inside look at Varsha’s newest venture, Zeal AI—an AI-powered restaurant discovery and booking assistant that’s designed to make planning business meals effortless. Whether you’re booking client dinners, private dining rooms, or just trying to find the perfect spot during travel, Zeal AI is quickly becoming an indispensable tool for EAs.

Sponsor:

This episode of REACH is sponsored by Zeal AI your AI-powered restaurant discovery and reservation planning assistant designed to make organizing business dinners and meetings effortless and memorable. Whether you're looking for the perfect restaurant for your team, board meetings, client lunches, including private dining options, near your office or for business travel, Zeal AI brings it all together in one place.

Zeal’s intuitive AI search helps you discover and book restaurants across platforms—saving you time and stress and includes reviews from other EAs who’ve booked for business. Zeal AI also has private dining options that have been vetted by other EAs to simplify your work.

As a special thank you to our listeners, the first 500 Executive Assistants to visit www.hellozeal.ai/maven/ will receive exclusive VIP access, including Zeal’s innovative EA agent that helps you handle complex booking tasks with ease.

Less planning, more doing—thanks to Zeal AI!

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!