

Ask a Chief of Staff: Live 1:1 and Group Coaching for Chiefs of Staff: Navigating the CEO Relationship
βποΈ Join us on ββOctober 23rd!
ββIn 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.
βποΈ Please note, there will be a 100-person limit on this event.
ββποΈ More about the Speaker
ββMark 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.
ββπ Ask a Chief of Staff
βββAsk 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.
ββββLearn more at askachiefofstaff.com.