Systems Engineer in Annapolis, IN

Job Description Systems Engineer Company: IT Productivity Location: Hybrid — Annapolis, MD and client sites in the MD, DC, VA region Job Type: Full-time Compensation: $70,000 to $95,000 per year, based on experience About IT Productivity IT Productivity helps business leaders turn technology into a growth engine, not just a support function. We are a Microsoft-focused IT and cybersecurity partner serving organizations that depend on reliable technology, reasonable cybersecurity, and practical guidance. Our clients trust us to help them improve productivity, reduce risk, and make better technology decisions. IT Productivity is also the first service provider in the Mid-Atlantic to receive CIS Controls Accreditation. This recognition reflects our commitment to helping clients adopt proven, measurable cybersecurity practices that reduce risk and align with globally recognized standards. We are growing and looking for a capable Systems Engineer who enjoys solving technical problems, working with clients, and helping organizations improve their IT systems over time. This is not a basic help desk role. We are looking for someone with solid IT experience who is ready for broader responsibility across Microsoft 365, projects, endpoint management, client support, and cybersecurity alignment. Role Summary As a Systems Engineer, you will work across client environments to support, improve, and align modern IT systems. This role includes Microsoft 365 administration, endpoint support, management, project work, documentation, advanced troubleshooting, and cybersecurity alignment. You will own meaningful technical work while continuing to build deeper skills in Microsoft cloud, cybersecurity, systems support, and client-facing technology alignment. What You’ll Do Support Microsoft 365 administration and daily client needs Manage users, devices, identities, permissions, and access Assist with Entra ID, Intune, Conditional Access, and Microsoft 365 security configuration Support project work, system rollouts, onboarding, and technical improvements Troubleshoot workstation, cloud, network, and business application issues Handle escalated support issues that require persistence and good judgment Improve client documentation, standards, checklists, and technical notes Help strengthen cybersecurity alignment and practical control improvement Communicate clearly with clients, vendors, and teammates What We’re Looking For Experience supporting Microsoft 365 environments Experience with Windows workstations, users, groups, permissions, and endpoint support Familiarity with Entra ID, Intune, Conditional Access, or related Microsoft cloud tools Strong troubleshooting skills across common business IT systems Experience working directly with end users or clients Ability to document work clearly Good follow-through and ownership A helpful, team-oriented communication style Interest in cybersecurity, Microsoft cloud, and process improvement MSP experience is helpful, but not required. What matters most is that you are capable, curious, dependable, and ready to grow. Who Will Thrive Here You enjoy helping people solve technology problems You want more variety than a traditional internal IT role You like learning new systems and improving how things work You communicate clearly and respectfully You take pride in doing work the right way You follow through on commitments You appreciate clear process and good documentation You want to grow into a more senior technical role over time You care about delivering reliable, practical outcomes for clients Our Core Values Be Helpful – We care for others and look for ways to help. On Purpose – We bring clarity, initiative, and enthusiasm to what matters most. Keep Promises – We do what we say, own our commitments, and follow through. Process Driven – We use best practices to reduce risk and deliver strong results. Always Improving – We welcome feedback, learning, and growth. Work Environment This is a hybrid role. Some work can be done remotely, and some work will require time in our Annapolis office or at client sites in the MD, DC, VA area. Our office is located on the waterfront in Eastport, on Spa Creek. Benefits Health insurance Dental insurance Vision insurance 401(k) with matching Paid time off Life insurance insurance Professional development support A team culture built around helpfulness, trust, and meaningful work Application Questions Please include a resume and a brief cover letter. We would appreciate answers to these questions: What Microsoft 365 or endpoint support work are you most proud of? Tell us about a technical issue you solved that required persistence or good judgment. What Microsoft cloud or cybersecurity skills are you working to improve? This is a hybrid role with time in Annapolis and at client sites. Is that a good fit for you? What kind of team culture helps you do your best work? Thank you for considering IT Productivity. We look forward to learning more about you. Onward and upward!