Hybrid Senior Director, Strategic Initiatives

at KnowBe4

• Job title: Senior Director, Strategic Initiatives
• Job type: Full Time
• Experience level: Lead
• Salary: Not specified
• Degree requirement: Bachelor's Degree
• Location requirements: Hybrid, Clearwater, United States

About the role

• Snr. Director, Strategic Initiatives driving high-impact projects and managing organizational strategy at cybersecurity firm KnowBe4. Collaborate with leadership and marketing teams for effective execution of strategic initiatives.

Responsibilities

• Establish, run, and continuously improve the operating rhythm, including leadership meetings, business reviews, planning cycles, offsites, and strategic forums.
• Own agendas, decision logs, action tracking, and follow-through to ensure leaders remain aligned and execution stays on track.
• Develop and maintain a clear, strategy narrative aligned to the corporate strategy, including priorities, operating model, success metrics, and rationale (“the why”).
• Create and manage core strategy artifacts (executive-ready decks, one-pagers, leader toolkits) to enable consistent communication and decision-making across the organization.
• Lead high-impact, cross-functional initiatives end-to-end—from intake and prioritization through execution and measurable outcomes.
• Define scope, success metrics and KPIs, milestones, dependencies, risks, and change management plans.
• Maintain accountability for initiative impact on customer adoption, retention, renewals, and long-term value realization.
• Own internal planning across a function, including leadership updates, daily briefing and all hands, change communications, FAQs, and other materials.
• Ensure clarity, consistency, and adoption of priorities, new motions, and operating changes.
• Partner with Marketing, Product, and Revenue leaders to plan and execute targeted communications to existing customers (e.g., product updates, best practices, value and security updates, change notices).
• Develop assets such as templates, talk tracks, and FAQs to support consistent, high-quality customer outreach.
• Coordinate across Operations, Sales, Product, Support, and Marketing to align priorities, unblock execution, and ensure a cohesive customer experience.
• Serve as the delegate for select initiatives, with authority to align stakeholders, escalate issues, and drive timely resolution.
• Prepare concise, decision-oriented materials for the leaders.
• Support executive readiness for operating reviews, planning sessions, and critical internal and external meetings as needed.

Requirements

• 8–12+ years of experience in strategic initiatives, business operations, strategy & operations, communications, or chief-of-staff-style roles, ideally supporting Customer Success, Revenue, or GTM organizations in a B2B SaaS environment.
• Demonstrated success leading cross-functional initiatives tied to customer adoption, retention, renewals, and expansion.
• Exceptional communication skills, with the ability to craft clear narratives, build executive-ready materials, and influence senior stakeholders.
• Strong program leadership skills, including initiative prioritization, milestone planning, risk management, and outcome measurement.
• Proven ability to thrive in fast-paced, scaling environments with ambiguity, competing priorities, and high expectations.
• Highly organized, detail-oriented, and comfortable operating with significant autonomy and accountability
• G-suite
• AI-tools (for operational efficiency)
• Content creation tools (ie Canva, video editing)

Benefits

• We offer company-wide bonuses based on monthly sales targets
• Employee referral bonuses
• Adoption assistance
• Tuition reimbursement
• Certification reimbursement
• Certification completion bonuses
• Modern, high-tech, and fun work environment