Snr. Director, Strategic Initiatives; Hybrid

About Know Be4

Join the cybersecurity company that puts security first; literally and without compromise. At KnowBe4, our AI-driven Human Risk Management platform empowers over 70,000 organizations worldwide to strengthen their security culture and transform their workforce from their biggest vulnerability into their strongest security asset. As the undisputed industry standard with unusually high customer retention rates and recognition as a Leader by G2 and Trust Radius, we're not just providing security awareness training - we're redefining what it means to be a trusted security partner in an increasingly complex threat landscape.

Our team values radical transparency, extreme ownership, and continuous professional development in a welcoming workplace that encourages all employees to be themselves. Whether working remotely or in-person, we strive to make every day fun and engaging; from team lunches to trivia competitions to local outings, there is always something exciting happening at Know Be
4.

Clearwater positions open to candidates located in greater Tampa Bay area.

The Snr. Director, Strategic Initiatives will partner closely with leadership and marketing teams to translate strategy into disciplined execution and measurable customer outcomes.

This role serves as a strategic operator and force multiplier for the organization owning the operating cadence, shaping and reinforcing our strategy narrative, driving high-impact initiatives from concept through execution, and ensuring clarity, alignment, and follow-through across leaders and teams.

Minimum Qualifications:

Operating Cadence

• 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.

Functional Strategy Narrative

• 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.

Strategic Initiative Leadership

• 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.

Project Management

• 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.
• Installed-Base Customer Communications
• 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.

Cross-Functional Orchestration

• 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.

Executive Readiness & Leadership Support

• Prepare concise, decision-oriented materials for the leaders.
• Support executive readiness for operating reviews, planning sessions, and critical internal and external meetings as needed.

• 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,…