Head of IT Operations & Security

Cloud, network, and hardware security roadmap & strategy

You’ll develop and implement an end-to-end security roadmap that aligns with Pilot’s priorities, risk profile, and compliance needs.

Cybersecurity detection & response

Oversee threat assessments, vulnerability scans, and remediation efforts across our cloud infrastructure and corporate IT systems.

Core security controls

• Oversee core security controls (e.g., MFA, SSO, endpoint protection, identity & access management).

Compliance and customer trust

• Ownership over security compliance programs.
• Guidance for any necessary audits and ongoing certifications (e.g. SOC 2 Type I).
• Partnership with legal team to ensure we meet all regulatory and contractual security requirements.
• Evaluation of proactive security programs such as regular penetration tests

Security Awareness & Training

• Develop and roll out security awareness training programs to educate employees on cybersecurity best practices (phishing prevention, data handling, etc.).
• Provide guidance and training to developers on secure coding.
• Foster an environment where employees value and prioritize protecting customer data.

Architecture & Product Security

• Work closely with product and engineering teams to embed security into product design and development.

IT leadership & Business Systems

• Responsible for end-to-end IT function: managing physical hardware, SaaS application configuration and IT systems engineering.
• Oversight over IT systems: Okta and SaaS integrations.
• Ownership and support of Pilot’s business systems needs.

Security Leadership Experience

You have 6+ years in security roles, preferably at a fast-growing startup or tech company.

Technical Depth & Hands-On Mentality

You’re comfortable building and advocating for a company-wide security strategy alongside diving into the day to day work of keeping a company secure. You keep your eye on the 6-12mo plan but no work is beneath you.

Effective Communicator

You can explain complex security concepts to both technical and non-technical stakeholders. You excel at building trust within a company, as well as with external customers or auditors.

Startup Mindset

You thrive in an environment where you can move fast, adapt quickly, and create processes from scratch. You’re resourceful, autonomous, and know how to balance security best practices with business needs.