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Executive Assistant to CTO (Hybrid)

Clearwater, Florida

KnowBe4 empowers the modern workforce to make smarter security decisions every day. Trusted by more than 70,000 organizations worldwide, KnowBe4 is the pioneer of digital workforce security, securing both AI agents and humans. The KnowBe4 Platform provides attack simulation and training, collaboration security, and agent security powered by AIDA (Artificial Intelligence Defense Agents) and a proprietary Risk Score. The platform leverages 15-years of behavioral data to combat advanced threats including social engineering, prompt injection, and shadow AI. By securing humans and agents, KnowBe4 leads the industry in workforce trust and defense.

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

The Executive Assistant to the Chief Technology Officer (CTO) is a high-agency operator who serves as a strategic partner, gatekeeper, and force multiplier for the CTO and the broader Technology leadership team. The ideal candidate is a proactive problem solver who can take ambiguous, messy situations, organize them, and present clear plans and recommendations. Operating in a fast-paced environment, this individual will manage complex logistics, protect the CTO’s time, and handle highly sensitive information with absolute discretion.

This is a hybrid role based in Tampa Bay, mirroring the CTO’s schedule with roughly 2–3 days a week in-office (primarily at the Tampa co-working space, with occasional travel to the Clearwater office). Flexibility runs both ways: when the CTO is remote, you are welcome to be remote. Some domestic travel (e.g., DC, Chicago) and the flexibility for occasional international travel are required as plans shift.

Responsibilities:

  • Strategic Time Management: Actively "manage up" to protect the CTO’s time. Filter requests, push back on overcommitments, and confidently say "no" to meetings that do not align with core priorities.
  • Problem Solving & Execution: Independently untangle complex or disorganized situations, creating actionable plans and recommendations without requiring hand-holding.
  • Leadership Team Support: Act as a force multiplier not just for the CTO, but for their front-line team of approximately five direct reports—balancing micro-priorities for the CTO with macro-support for the wider team.
  • Operations Partnership: Partner closely with the Engineering Operations lead to align on workflow, team logistics, and the CTO’s operational style.
  • Discretion & Governance: Handle highly sensitive, confidential materials regarding organizational design, compensation topics, board matters, and personal logistics with flawless judgment.
  • Communication & Logistics: Manage the CTO's rapid communication flow, including inbox routing, schedule optimization, complex travel coordination, and meeting preparation.
  • Team Dynamics: Coordinate team-building activities and smooth cross-functional logistics across the technology sector.

Qualifications:

  • Minimum 2 years of experience in a fast-paced environment where you owned project coordination, scheduling logistics, or operational workflows
  • Prior exposure to data-centric environments (such as finance, analytics, or operations tracking) where you had to manage numbers, track budgets, or interface with sensitive details.
  • Bachelor’s degree preferred, but not required. A background in Engineering, Business, or STEM fields is a major plus—we love systems-thinkers who enjoy building order out of chaos.
  • Proficient in Smartsheet, Microsoft Office (excel, powerpoint), and Docusign/Adobe sign
  • Notary Public would be an added plus

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 www.knowbe4.com/careers/benefits.

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 www.knowbe4.com/careers/request-accommodation.

No recruitment agencies, please.

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