Chief of Staff Success Series: Strategic Résumé Positioning for Chiefs of Staff

​Positioning for a chief of staff role requires more than a summary of experience. It requires a clear articulation of how you think, how you operate alongside senior leaders, and how you drive enterprise level outcomes.

​In this session, we examine how high performing chiefs of staff translate complex, cross functional work into a narrative that signals strategic judgment, executive alignment, and measurable impact. Drawing on insights from recruiters and hiring leaders, we will highlight what differentiates candidates who advance. Participants will leave with a sharper lens for framing their experience and positioning themselves with clarity in a competitive market.

​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 humour, making meaningful growth feel both achievable and sustainable. Jamie will be joined by Meredith Leighty, Lead Recruiter and former Head of People and TA Lead in Professional Services.