Job Description
Job Description
We're Hiring: Level IV Systems Engineer
Location: Remote with periodic onsite visits (Chicago area) | Type: Full-Time
Are you a seasoned IT professional with deep knowledge of network infrastructure, server management, and cloud transitions? Do you thrive on designing, maintaining, and improving complex systems that support small and mid-sized businesses across the country? Are you looking to join a supportive, skilled, and growing team?
Syscon, Inc., established in 1986, provides technology solutions and IT support services to small and medium-sized businesses throughout the U.S., with a strong emphasis on the construction industry. At Syscon, we care deeply about our clients—and about each other. We foster a culture where our company, employees, and clients grow and succeed together.
As a successful member of our Syscon team, YOU:
- Take initiative, embrace feedback, and grow from experience.
- Show confidence without ego and pride in doing excellent work.
- Tackle technical issues creatively and thoroughly, with the end-user in mind.
- Communicate clearly with clients, teammates, and leadership.
- Collaborate with your team to share knowledge and contribute ideas.
- Own your time, tasks, and outcomes—with professionalism and integrity.
- Thrive in a fast-paced, collaborative environment with high expectations and strong support.
We believe you will thrive in the Level IV Systems Engineer role if you possess:
- 6+ years of experience as a senior or Level IV IT technician.
- Strong background in Microsoft Windows Server (2012 R2 to 2019), including troubleshooting, patching, backups, and configuration.
- Experience working for an Outsourced IT company or Managed Services Provider (MSP).
- Familiarity with backup solutions such as Datto BDR, Solarwinds, and best-practice retention and monitoring strategies.
- Hands-on experience with VMware ESXi, vSphere, V-Center, and server provisioning.
- Knowledge of SonicWall firewalls and VPN configuration and troubleshooting.
- Solid grasp of LAN/WAN fundamentals, network segmentation, and Wi-Fi architecture (HP Aruba experience is a plus).
- Experience onboarding and managing Microsoft 365 accounts, as well as architecting SharePoint migrations and Exchange to M365 transitions.
- Exposure to Azure environments, including tenant migrations and administration.
- Familiarity with RMM tools such as N-Able/N-Central, and remote access tools like Take Control, Remote Desktop, or LogMeIn Rescue.
- Experience supporting HP servers, switches, and end-user hardware.
As our Level IV Systems Engineer, your responsibilities will include:
- Maintaining our hosting infrastructure (ESXi, Datto, SonicWall HA firewalls, switches, and MSAs).
- Supporting remote and on-premise client environments across the U.S.
- Onboarding, maintaining, and supporting Microsoft 365 accounts, backups, and SharePoint transitions.
- Performing client migrations from Hosted Exchange and on-prem systems to M365 and Azure.
- Providing remote and on-site support, upgrades, and assessments for client infrastructure.
- Monitoring backups and infrastructure health using N-Central and Solarwinds.
- Participating in team meetings, Daily Stand Ups, and network design planning.
- Communicating with the Customer Support desk and clients to update status and document resolutions.
- Maintaining accurate and thorough documentation in our ticketing system, including time worked, steps taken, and outcomes.
- Protecting client confidentiality and meeting project timelines.
Skills & Competencies for Success in This Role:
- Expert-level troubleshooting skills and diagnostic ability.
- Strong organizational and time management abilities.
- Excellent written and verbal communication—both technical and client-facing.
- Confidence working independently and collaboratively.
- Professionalism, punctuality, and attention to detail.
- Desire to grow within a high-performing team and take ownership of your work.
Certifications (preferred):
- Microsoft Certified: Windows Server or Azure
- VMware Certified Professional
- SonicWall Network Security certifications
- Datto Certified Advanced Technician
- Other related technical certifications
Perks & Benefits
- A place to grow your skills and career.
- Work with a talented, committed, and supportive team.
- Excellent medical, dental, and vision benefits.
- Unlimited PTO
- Work remotely with occasional on-site client visits.
Ready to Apply?
If this sounds like a great fit, submit your application today. Selected candidates may be contacted for additional questions about their experience.
Please, no phone calls regarding this position.
Syscon, Inc. is an Equal Opportunity Employer (EOE) committed to fostering a diverse and inclusive workplace
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