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 We’re a diverse team from all over the country (and beyond) and we’re crazy about redefining the boundaries of an outdated industry.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 device trust, posture assessment, and least-privilege access models
• You have a solid grasp of cloud networking fundamentals — VPNs, DNS, DHCP, firewalls, and network segmentation across cloud-native and hybrid environments
• You've collaborated with security teams on infrastructure controls and understand how to translate risk into actionable IT projects
• You can manage and deliver coordinated technical rollouts across a large distributed organization — not just IC work, but changes affecting hundreds of users
• You write clearly and thoroughly — architecture docs, implementation plans, and post-mortems are second nature to you
• You thrive in an async, documentation-first culture and can drive projects forward without relying on constant meetings
• You're self-directed, can juggle multiple concurrent projects, and reprioritize with ease as organizational needs shift

Bonus Points If You Have

• Experience at a high-growth, fully remote company (300–800 employees)
• Linux systems administration experience
• Scripting or automation skills in Bash, PowerShell, or Python
• Familiarity with ZTNA architectures
• ITIL, CompTIA, or vendor-specific endpoint/cloud certifications
• Background in legal technology or professional services

Compensation & Benefits

• Salary - $150,000 - $170,000
• Health, Vision, & Dental Benefits - low-cost health plans that free up mind space and unlock our employees' best work 
• Wellness/Mental Health - shared benefits to be used among employees and families
• Flexible Paid Time Off - allowing employees to find balance in their lives
• Options of Equity - we know our success is nothing without our team
• Access to a company-provided 401(k) account 
• A home office setup and a monthly stipend to offset internet and phone costs 

Our Team 

Our Tech Team is a small, highly reliable, constantly innovative team. It is composed of Engineering, QA, Design, Product, and IT & Security.

Our IT and Security team includes people from all levels of seniority and with a variety of backgrounds. We're also humble, and each individual recognizes that no one or one system is perfect; we see errors as an opportunity for improvement!

About Steno

• Founded in 2018 and growing fast!
• Values: be highly reliable, constantly innovate, operate with a hospitality mindset
• Diverse backgrounds welcome! Steno employees have a unique blend of legal, technology, operations and finance experience
• We are revolutionizing the litigation and court reporting industry
• • Flexible deferred payment options (e.g., DelayPay)
  • Cutting-edge technology - unique products and integrations to maximize the output of legal professionals
  • White glove, concierge customer service that our clients rave about

Application Information

• Steno is an equal opportunity employer and does not discriminate based on any characteristics that are protected under the law. All employment decisions are based on qualifications, merit, and business needs.
• Applicants needing special assistance or accommodations for interviews or website access should contact us at accommodations@steno.com. 
• Steno personnel will always have either a steno.com email address or will contact you via Rippling Recruiting. Act with caution if asked for personal information. Background checks, for example, are only conducted after an offer is extended.
• Applicants should receive a confirmation email immediately after applying. If you haven’t received it, check your email spam folder and approve the sender address to ensure receipt of future communications. 

• Information provided to Steno, such as professional credentials and skills, educational and work history, the results of technical skills assessments or working exercises, and other information that may be included on a resume or application, is collected and stored in our system. Still, we never disclose or sell your personal information.
• ​​Steno uses AI-assisted tools to help review applications and identify candidates whose experience aligns with the role. All hiring decisions are made by our People team, and a member of our team will personally reach out to candidates selected to move forward in the process.