Senior Systems Engineer
Company: IT Productivity
Location: Hybrid — Annapolis, MD and client sites in the MD, DC, VA region
Job Type: Full-time
Compensation: $80,000 to $120,000 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 strong Senior Systems Engineer who can deliver excellent technical outcomes for clients and contribute to a high-performing, values-driven team.
This is not an entry-level support role. This role is for someone who has strong technical judgment, can solve complex problems, communicates clearly, and enjoys helping both clients and teammates move forward.
Role Summary
As a Senior Systems Engineer, you will work across client environments to design, implement, support, and improve modern IT systems.
This role includes Microsoft 365, identity, endpoint management, cloud services, networking, project work, escalations, documentation, and cybersecurity alignment. You will be trusted to own complex technical work, support client success, and help improve how work gets done.
What You’ll Do
- Administer, secure, and optimize Microsoft 365 environments
- Support Entra ID, Intune, Conditional Access, endpoint management, and identity security
- Troubleshoot server, network, workstation, cloud, and Microsoft service issues
- Lead or support technical projects, system rollouts, and client improvements
- Own escalated support issues that require senior-level troubleshooting
- Improve cybersecurity controls, technical standards, and client alignment
- Create clear documentation, repeatable processes, and practical technical plans
- Mentor other team members and help build shared technical knowledge
- Communicate clearly with clients, vendors, and teammates
What We’re Looking For
- Strong experience supporting Microsoft 365 environments
- Experience with Entra ID, Intune, endpoint management, and security configuration
- Strong troubleshooting skills across cloud, network, endpoint, and server environments
- Experience working with SMB or mid-market organizations
- Ability to own technical problems from discovery through resolution
- Clear communication with both technical and non-technical people
- Good documentation habits and respect for repeatable process
- Strong service mindset and pride in doing work the right way
- Interest in cybersecurity, Microsoft cloud, and continuous improvement
MSP experience is helpful, but not required if you have the right technical depth, client communication skills, and ownership mindset.
Who Will Thrive Here
- You enjoy solving meaningful technical problems
- You like working with people, not just technology
- You take ownership without needing to be chased
- You communicate clearly and respectfully
- You care about team culture
- You believe good process makes great work easier
- You want to keep growing technically and professionally
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
- Disability 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, Entra ID, Intune, or security work are you most proud of?
- Tell us about a complex technical issue you owned through resolution.
- How do you help less experienced team members grow?
- 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!
