[Hiring] Director of DevOps, IT, and Security @Zippy

Role Description

The Director of DevOps, IT, and Security is a leadership and management role responsible for building, scaling, and operating Zippy’s core infrastructure, internal IT systems, and security program. This role requires deep technical expertise combined with a proven track record of leading high-performing teams and delivering resilient, secure, and scalable systems.

This position operates with high autonomy, setting strategic direction for DevOps, IT, and Security functions while ensuring alignment with company priorities, regulatory requirements, product engineering function, and operational excellence standards.

Responsibilities

• Leadership & Strategy
  • Grow and lead a high-performing organization across DevOps, IT, and Security.
  • Define and execute strategic roadmaps aligned with company objectives, technology priorities, and regulatory requirements.
  • Establish a results-driven culture focused on measurable outcomes, operational excellence, and continuous improvement.
  • Partner with senior leadership (VP+) to align on long-term strategy.
• DevOps & Infrastructure
  • Guide and oversee DevOps architecture.
  • Drive adoption of modern DevOps practices with a focus on developer self-service.
  • Ensure high availability and disaster recovery capabilities across all systems.
  • Optimize cost, performance, system resilience, and developer productivity.
• IT Operations
  • Direct IT operations including end-user support, device management, SaaS administration, and corporate systems.
  • Ensure efficient, secure, and scalable IT service delivery across the organization.
  • Standardize processes, implement tools, and automate for quality and efficiency.
• Security & Compliance
  • Own and evolve the company’s security posture.
  • Ensure compliance with applicable regulatory frameworks and internal policies.
  • Lead risk management and vulnerability management programs.
  • Partner with product engineering teams to embed security practices in their work.
• Operational Excellence
  • Report key metrics (e.g. core infra uptime, security posture, incidents).
  • Use data to drive continuous improvements.
  • Identify and solve complex operational and technical challenges autonomously.
• Cross-Functional Collaboration
  • Collaborate with other teams to support company initiatives with a helpful spirit.
  • Foster a culture of transparency, accountability, and constructive communication across departments while advising on infrastructure, IT, and security matters.
• People Leadership
  • Set clear priorities aligned with department and company strategy.
  • Mentor and develop contributors and leaders.
  • Provide regular, actionable feedback and performance management.
  • Promote a structured, results-oriented way of working across teams.
  • Serve as a role model in problem-solving, collaboration, and conflict resolution.
  • Anticipate hiring needs and advocate for headcount, providing justification, job descriptions, and implement hiring practices for your area within the Technology department hiring and interviewing framework.

Qualifications

• 10+ years of experience in DevOps, IT, and/or Security roles, with proven experience at a director level or higher.
• Demonstrated success leading and scaling multi-functional teams (DevOps, IT, Security).
• Deep expertise in AWS cloud infrastructure, CI/CD pipelines, observability tools, and infrastructure as code.
• Strong understanding of security posture frameworks, compliance standards, and risk management practices.
• Experience managing complex systems and solving moderate-to-high complexity operational challenges.
• Ability to operate with high autonomy and drive strategic initiatives end-to-end.
• Strong leadership, communication, and stakeholder management skills.
• Experienced people manager and growth coach.

Requirements

• Experience in regulated environments (e.g., fintech, healthcare, or similar).

Benefits

• Competitive Compensation: We offer a competitive salary with the potential for annual bonuses and variable pay, depending on your skills and experience.
• Equity for All: As a part of our commitment to shared success, all employees receive equity in the company, allowing you to share in the growth and achievements of Zippy.
• Remote Work: Enjoy the flexibility of working from home in a dynamic, remote-first environment.
• Comprehensive Health Coverage: We provide medical, dental, and vision insurance, along with company-subsidized benefits like STD, LTD, and life insurance for you and your family.
• Flexible Spending Accounts: Take advantage of medical & dependent care FSAs to help manage your expenses.
• Training & Licensing Support: We invest in your professional growth with resources for training and licensing.
• Paid Time Off: We offer generous PTO—and we encourage you to use it!
• Wellbeing Programs: Access a variety of wellbeing resources, including Headspace, Gympass+, Fetch, Spring Health, SoFi, Perkspot, Ladder, and more through our Sequoia Wellbeing Programs.
• Parental Leave: We provide paid parental leave to support you and your growing family.
• No Meeting Wednesdays: Enjoy a mid-week break from meetings to focus and recharge.
• Vibrant Slack Community: Engage with colleagues in our lively remote Slack community, featuring fun channels that connect people around shared interests like travel, pets, sports, food, and more.
• Career Growth: We believe in promoting from within, offering you opportunities to grow your career with us.