Engineering Lead

We're looking for an Engineering Lead to build and lead our Enterprise Technology function. You'll own three critical pillars—IT Support, Systems Engineering, and IT Automation—managing a team while staying deeply technical yourself. This isn't a role where you manage from a distance. You'll architect our Google Workspace environment, define our SaaS strategy, and build a team that delivers exceptional internal service. You'll leverage AI to transform how we deliver support and automate workflows, finding high-impact opportunities to scale the team's effectiveness. You'll ensure our enterprise systems are audit-ready, our operations are frictionless, and our technology investments deliver measurable ROI.

We have created the Factors of Growth & Impact to help Villagers better measure impact and articulate coaching, feedback, and the rich and rewarding learning that happens while exploring, developing, and mastering the capabilities and contributions within and outside of the Technical Program Manager role:

Technical Skills:

• Own the strategy and administration of our Google Workspace environment at scale, including security configurations, organizational policies, and optimization
• Manage our SaaS application portfolio and IAM practices—driving consolidation, ensuring ROI, and partnering with Security on access governance
• Oversee our endpoint strategy across ChromeOS, Mac, and mobile (BYOD and company-managed devices), including MDM administration
• Define and execute the automation roadmap for enterprise technology, leveraging AI to scale support and reduce manual work

Complexity and Impact of Work:

• Build, lead, and develop a team spanning IT Support, Systems Engineering, and IT Automation
• Own cross-functional initiatives involving People, Security, and business stakeholders, balancing strategic vision with operational needs
• Support IT audit and compliance processes by providing evidence, building self-service tooling for evidence gathering, and partnering with Security on documentation requirements

Organizational Knowledge:

• Partner with Security, People, and business teams to architect solutions that bridge organizational needs and technical implementation
• Establish team goals, career development frameworks, and performance standards that create a culture of ownership and continuous improvement
• Maintain deep operational expertise to inform strategic decisions—you'll occasionally resolve escalated technical issues

Communication and Influence:

• Engage stakeholders across technical and non-technical teams to define requirements, understand pain points, and align on priorities
• Establish documentation standards and communication frameworks that ensure visibility into team progress and initiatives
• Be a visible, hands-on leader who models the technical depth and customer focus you expect from your team
• Build trust cross-functionally through consistent delivery and clear, honest communication

Team Leadership:

• Build, lead, and develop a high-performing team across IT Support, Systems Engineering, and IT Automation—translating strategy into clear team goals and holding the team accountable for outcomes
• Establish team goals, career development frameworks, and performance standards that create a culture of ownership and continuous improvement
• Create an environment where team members do their best work—providing coaching, actionable feedback, and growth opportunities while setting clear expectations and addressing performance issues directly
• Own team structure and hiring in partnership with recruiting—defining roles, sourcing and interviewing candidates, and building a team that scales with organizational growth
• Lead by example with empathy and humility, creating an environment where the team can be authentic and ideas can be openly challenged

You may be a fit for this role if you have:

• People management experience leading technical teams, ideally in enterprise technology, IT operations, or systems engineering
• Experience managing enterprise environments at a similar scale to Anchorage, particularly distributed or remote-first organizations
• Deep expertise with Google Workspace administration (organizational structure, security policies, Drive management, identity)
• Experience managing a diverse SaaS portfolio—vendor relationships, license optimization, consolidation initiatives
• Strong foundation in IAM principles and experience implementing access governance frameworks
• Track record leading cross-functional technical initiatives from definition through delivery
• Experience in regulated industries or environments with meaningful compliance requirements
• Ownership mentality—you define solutions independently in ambiguous environments and take accountability for outcomes

Although not a requirement, bonus points if:

• Proficiency in scripting (Python, JavaScript, Apps Script) to build custom automations
• Experience with Jira administration, ServiceNow, or similar ITSM platforms
• Background with MDM platforms (Kandji, Jamf)
• Experience with hardware deployment processes or physical office IT infrastructure
• Previous work automating employee lifecycle processes (onboarding, offboarding, transfers)
• Experience building IT teams from the ground up or through significant growth phases
• You were emotionally moved by the soundtrack to Hamilton, which chronicles the founding of a new financial system. :)

Location:

This role is hybrid, requiring 1-2 days per week in our NYC office for collaboration and to be a visible presence for the team.