Ask a Chief of Staff: Live 1:1 and Group Coaching for Chiefs of Staff: Navigating the CEO Relationship
🗓️ Join us on August 14th!
In this interactive event, Mark Josephson, executive and CEO coach, will provide real-time coaching to selected community members, addressing their most pressing challenges and questions about working with their principals. Gain actionable insights, learn how to build trust and psychological safety, and explore strategies to navigate the complexities of supporting CEOs. This session offers a rare opportunity to witness coaching in action and learn from real-world scenarios. Perfect for Chiefs of Staff seeking practical advice to elevate their impact.
✅ You should attend this session if...
you’re dealing with something right now and want timely, relevant guidance;
you want to see how other Chiefs of Staff are handling real, high-stakes challenges;
you’re navigating a tricky dynamic with your CEO and want perspective before making a move;
you want to sharpen your instincts by watching real coaching unfold in the moment;
you’re craving more than theory, you want practical tools you can use today;
you want to level up fast by learning from the hard stuff others are going through;
you’re looking for clarity in the middle of chaos, not just reflection after the fact.
🎟️ Please note, there will be a 100-person limit on this event. If you are unable to attend live, we will send a recording of the event afterwards.
🎙️ More about the Speaker
Mark Josephson is an executive coach and 3x CEO who has built and led companies from seed stage through acquisition, including Bitly, Outside.in, and Castiron. Today, he works with high-growth CEOs and Chiefs of Staff to help them lead with clarity, candor, and confidence. Known for his no-fluff, RealTalk style, Mark brings decades of operating experience to his coaching practice. He writes the How to CEO series on Substack and hosts the Critical Moments podcast.
💜 Ask a Chief of Staff
Ask a Chief of Staff is a premier executive search and career development platform dedicated to placing top-tier Chiefs of Staff and empowering professionals in strategic leadership roles. We serve ambitious professionals and high-growth companies by offering executive recruiting, mentorship programs, and career resources tailored to Chiefs of Staff. By addressing the lack of structured career paths for this role, we provide guidance, connections, and opportunities that accelerate leadership development and organizational success.
Learn more at askachiefofstaff.com.