
Senior Director, Strategic Initiatives
KnowBe4
full-time
Posted on:
Location Type: Hybrid
Location: Clearwater • Florida • United States
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Job Level
About the role
- 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
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
strategic initiativesbusiness operationscommunicationsinitiative prioritizationmilestone planningrisk managementoutcome measurementcustomer adoptioncustomer retentioncustomer renewals
Soft Skills
exceptional communicationorganizational skillsdetail-orientedinfluence senior stakeholdersprogram leadershipability to thrive in ambiguityhigh expectations managementautonomyaccountabilitycross-functional collaboration