Chief of Staff Success Series: Executive Communications Mastery

​Strong executive communication is one of the most critical and underdeveloped skills for chiefs of staff. In this session, Vannin and the Chief of Staff Association will explore how to operate as the communications engine for your principal and leadership team, ensuring clarity, alignment, and consistency across the organization. We will cover communication up, down, and across the business, including how to package information for principals, navigate written versus live communication formats, and manage high-stakes messaging. The session will include practical templates and real-world examples from chief of staff scenarios to help participants immediately apply what they learn.

​Jamie Cole has spent her career in the middle of growing businesses—helping leaders take big, often messy visions and turn them into something real. With experience across marketing, product, HR, and operations, she’s seen firsthand what works (and what doesn’t) when teams are trying to scale. She’s known for bringing clarity to complexity—aligning people, simplifying priorities, and building the systems that actually move a business forward. From early-stage startups to companies navigating exit, Jamie has been a trusted partner behind the scenes, helping leaders and teams do their best work. As a Certified EOS Integrator and Executive Coach, she combines practical structure with empathy and a sense of humor, making meaningful growth feel both achievable and sustainable.