Director of IT
Software Development
WFA Digital Insight
As remote work continues to shape the digital landscape, the demand for skilled IT leaders has grown significantly. With the rise of AI-powered sales platforms, companies like People.ai are driving innovation and growth. The Director of IT role is particularly interesting in today's market, as it requires a unique blend of technical expertise and business acumen. According to recent reports, the IT job market is expected to grow by 13% in the next two years, with a focus on cloud computing, cybersecurity, and data analytics. People.ai, with its cutting-edge AI answers platform, is at the forefront of this trend. To succeed in this role, candidates should possess a deep understanding of IT operations, security, and compliance, as well as strong leadership and communication skills. Before applying, candidates should be prepared to showcase their technical expertise, strategic thinking, and ability to drive business growth through IT innovation.
Job Description
About the Role
The Director of IT at People.ai is a strategic leadership role that oversees the company's corporate technology infrastructure. This includes managing IT operations, leading a team of technical professionals, and ensuring that systems are secure, scalable, and aligned with long-term business objectives. The ideal candidate will have a strong technical background, combined with a business-first mindset and a track record of building and scaling IT functions. The Director of IT will play a critical role in driving the company's growth and success, working closely with cross-functional teams to meet compliance, privacy, and regulatory requirements. This is a remote work opportunity, requiring excellent communication and collaboration skills to lead a distributed team. The role is based in the United States, and the company is committed to fostering a culture of innovation, inclusivity, and continuous learning.What You Will Do
- Recruit, mentor, and lead a high-performing team of IT engineers, automation engineers, business intelligence developers, and web developers
- Develop and execute an IT roadmap aligned with company growth and financial goals
- Oversee IT support operations to ensure timely issue resolution and a high standard of service
- Establish and track KPIs across IT disciplines to drive improvements in uptime, ticket resolution, employee satisfaction, and infrastructure performance
- Manage the annual IT budget with a focus on efficiency and return on investment
- Own vendor relationships, including contract negotiations, service level agreements, and security requirements
- Partner cross-functionally with Security, Legal, People, and Finance to meet compliance, privacy, and regulatory requirements
- Act as an escalation point and executive sponsor for major incidents, infrastructure migrations, and large-scale IT initiatives
- Develop and implement IT policies and procedures to ensure alignment with industry best practices
- Collaborate with the product development team to ensure IT infrastructure supports product roadmap and growth
What We Are Looking For
- 10+ years of progressive IT experience with expertise in MacOS endpoint management, SaaS and identity platform administration, and systems engineering
- 5+ years of experience leading and building IT teams
- Hands-on technical leadership experience, including automation, internal tooling, and identity architecture design
- Demonstrated success scaling IT engineering and operations within a fast-paced technology company
- Strong understanding of IT operations, security, and compliance
- Excellent communication and collaboration skills, with ability to work effectively with cross-functional teams
- Experience with cloud-based IT infrastructure and services
- Strong problem-solving and analytical skills, with ability to drive technical decision-making
- Experience with IT service management frameworks, such as ITIL
Nice to Have
- Experience at a product-led SaaS company with a distributed, remote-first workforce
- Experience in IT security or compliance frameworks, such as SOC 2, ISO 27001, or GDPR/CCPA
- Ability to partner effectively with Security teams on audits and controls
- Experience with DevOps practices and tools, such as Jenkins, Docker, and Kubernetes
- Certification in ITIL, CISSP, or other relevant IT certifications
Benefits and Perks
- Competitive salary and benefits package
- Equity and stock options
- Flexible PTO and vacation policy
- Remote work stipend and home office setup support
- Professional development opportunities, including training and certification programs
- Access to cutting-edge technologies and tools
- Collaborative and dynamic work environment
- Recognition and reward programs for outstanding performance
- Comprehensive health insurance and wellness programs
- Retirement savings plan and matching program
- Employee referral program with bonuses and incentives
How to Stand Out
- Make sure your resume and cover letter are tailored to the Director of IT role, highlighting your technical expertise and leadership experience.
- Research People.ai's technology stack and be prepared to discuss your experience with similar tools and platforms.
- Emphasize your ability to drive business growth through IT innovation and your understanding of the company's product roadmap and goals.
- Prepare examples of your experience with IT service management frameworks, such as ITIL, and your ability to implement IT policies and procedures.
- Be ready to discuss your experience with cloud-based IT infrastructure and services, as well as your understanding of IT security and compliance frameworks.
- Showcase your hands-on technical leadership experience, including automation, internal tooling, and identity architecture design.
- Highlight your ability to communicate effectively with cross-functional teams and drive technical decision-making.
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