IT Systems Lead

IT Systems Lead, IT  (Remote)

Full-Time, Remote / Salary, Exempt 

Includes Benefits, PTO, Flexible Schedule, Equity

Steno is growing! We’re looking for an IT System Lead to join our winning team, which is revolutionizing the court reporting industry every single day. We’re a diverse team from all over the country (and beyond) and we’re crazy about redefining the boundaries of an outdated industry.

In this role, you will be responsible for driving enterprise IT maturation across Steno's remotely distributed organization. You'll own SaaS application management, lead technical infrastructure projects, and serve as a primary hands-on resource for the IT team and a peer resource to the security team. From translating business requirements into well-defined IT projects to executing enterprise-grade solutions at scale - this role sits at the intersection of strategy and implementation.

Who are you?

We’re looking for a seasoned IT infrastructure leader who thrives in a fast-moving, fully remote environment. If you're a hands-on technologist who can zoom out to think strategically and zoom in to execute flawlessly, this role is for you. You're equally comfortable whiteboarding a solution with leadership as you are rolling up your sleeves to implement it. You bring deep expertise across endpoint management, cloud SaaS, networking, and identity technologies — and you know how to translate that knowledge into scalable, enterprise-grade solutions. Most of all, you're driven by the challenge of maturing IT infrastructure from the ground up, and you take pride in being the person your team and cross-functional partners can always count on.

If you’re looking for a company that offers support, guidance, an abundance of killer giphys, and unlimited potential to grow into your best self, you can bet we’d love to have you too. 

On a regular basis you will 

• Own the technical planning, architecture, and delivery of cross-organizational IT infrastructure projects from scoping through implementation and post-change documentation
• Lead zero trust initiatives across networking and authentication — including vendor evaluation, architecture design, rollout planning, and end-user migration
• Drive endpoint automation and MDM maturation, including OS patching, software deployment, and compliance enforcement across Mac and Windows fleets
• Partner with the security team on user authentication controls including SSO, MFA enforcement, conditional access policies, and passwordless authentication strategies
• Establish and enforce enterprise IT standards for endpoint configuration, network access, application deployment, and change management
• Own technical vendor relationships and serve as the escalation point for complex issues beyond Tier 2 capabilities
• Design and implement monitoring, alerting, and reporting for infrastructure health across endpoints, network services, and core SaaS platforms
• Evaluate emerging technologies and present build/buy/partner recommendations to the CISO and Director of IT with clear business cases
• Mentor IT Analysts on technical depth, troubleshooting methodology, and enterprise-scale thinking — helping them grow from reactive support into proactive infrastructure work
• Model and reinforce documentation-first practices across the team, including architecture diagrams, runbooks, change management records, and post-implementation reviews
• Collaborate with the GRC team to support compliance requirements with infrastructure dependencies such as endpoint encryption, access logging, and data residency
• Engage with business stakeholders to understand technology needs and translate them into actionable infrastructure solutions

You’re gonna crush it if

• You have 7+ years in IT infrastructure or systems engineering, with 3+ years leading and delivering enterprise-scale technical projects such as endpoint, network, or identity rollouts
• You have deep hands-on experience managing macOS and Windows endpoints in an enterprise environment (500+ devices), including proficiency with MDM platforms like Jamf, Kandji, or Intune
• You have strong working knowledge of modern authentication protocols (SAML, OAuth 2.0, OIDC, SCIM) and hands-on experience with SSO and identity providers like Okta, Azure AD/Entra ID, or Google Workspace
• You understand MFA technologies, conditional access policies, and zero trust identity concepts including dev