KnowBe4

Senior Director, Strategic Initiatives

KnowBe4

full-time

Posted on:

Location Type: Hybrid

Location: ClearwaterFloridaUnited States

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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