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Snr. Director, Strategic Initiatives

6 hours ago

Clearwater, United States KnowBe4 Full time

About KnowBe4

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 TrustRadius, 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 KnowBe4.


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.

Responsibilities:

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.

Minimum Qualifications:

  • 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)

Our Fantastic Benefits

We offer company-wide bonuses based on monthly sales targets, employee referral bonuses, adoption assistance, tuition reimbursement, certification reimbursement, and certification completion bonuses - all in a modern, high-tech, and fun work environment. For more details about our benefits in each office location, please visit 

Note: An applicant assessment and background check may be part of your hiring procedure.

Individuals seeking employment at KnowBe4 are considered without prejudice to race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, sexual orientation or any other characteristic protected under applicable federal, state, or local law. If you require reasonable accommodation in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please visit

No recruitment agencies, please.