Chief of Staff, CEO

Pendo•Raleigh, NC

11d•Hybrid

About The Position

Pendo is seeking a strategic, proactive Chief of Staff to serve as a trusted advisor and partner to our CEO. This highly visible role will help shape and advance company priorities, drive cross-functional alignment, and enable effective decision-making across the executive team. The ideal candidate is a sharp, analytical thinker who thrives in complexity, brings clarity to ambiguous situations, and moves seamlessly between strategy and execution. You’ll bring an independent and balanced point of view, build trusted relationships across the organization, and help translate the CEO’s and executive team’s priorities into meaningful business outcomes. This role is based in our Raleigh office and requires travel.

Requirements

Progressive experience in a technology, top-tier consulting, investing, or another high-performance environment.
Experience partnering directly with a founder, CEO, or senior executive and personally owning enterprise-level initiatives from strategy through implementation.
A track record of delivering measurable cross-functional business outcomes across complex, senior-stakeholder environments.
Strong understanding of how product, go-to-market, customer experience, finance, and operations work together.
Exceptional strategic judgment and analytical ability, including the ability to make sound recommendations with incomplete information.
Executive presence with the ability to influence, align, and constructively challenge senior stakeholders.
Excellent written and verbal communication skills, including the ability to produce decision-ready presentations and board materials.

Nice To Haves

Experience across multiple company stages, from early growth through scaled operations.
A combination of consulting, investing, or strategy experience and hands-on operating leadership.
Experience with enterprise transformation, operating-model design, product-led growth, or multi-product SaaS.

Responsibilities

Drive the company’s strategic planning and operating rhythm, including annual thematic goals and quarterly OKRs. Partner with executive leaders and program owners to establish priorities, track progress, and surface issues requiring leadership attention.
Take on complex, high-impact problems with minimal direction. Identify root causes, bring together the right perspectives to shape the path forward, and drive the work to a measurable outcome.
Translate critical priorities into coordinated action across the organization. Mobilize the right leaders, remove obstacles, establish accountability, and sustain momentum through delivery.
Develop high-quality narratives and materials for board, investor, executive, and other high-stakes meetings. Distill complex information into clear, compelling communication tailored to the audience and desired outcome.
Lead executive team meetings and offsites in close partnership with the CEO. Shape agendas around the highest-leverage business issues and facilitate focused discussion, debate, and decision-making.