Senior Systems Support Engineer

Senior Systems Support Engineer (Hybrid - Office First)

About Us

We're a small, highly responsive IT consulting company that operates like a traditional MSP—but with a different philosophy.

We bill for our expertise, not product sales. We don't resell hardware or software, and we don't push unnecessary products or services. Instead, we focus on solving real problems, advocating for our clients, and giving them confidence in their technology decisions.

Our clients trust us because we put their interests first. Whether that means coordinating vendors, challenging recommendations that don't make sense, or finding a better solution, our job is to be their trusted technology advisor—not another sales organization.

Our approach is white-glove, not bargain-bin. We move quickly, think critically, communicate exceptionally well, and always put the user experience first. We take pride in making technology feel effortless for our clients, whether we're assisting an executive, a new employee, or an entire organization.

The Opportunity

We're growing and looking for experienced systems support professionals who combine broad technical expertise with exceptional client service.

This role is ideal for someone who is a little overqualified for a traditional IT support role—someone who genuinely enjoys helping people, thrives with autonomy, takes ownership of problems until they're fully resolved, and collaborates when appropriate without relying on constant escalation.

You'll provide white-glove support to everyone from front-line staff to directors, executives, and C-suite leadership. You'll own issues from beginning to end, build trusted client relationships, and become the person clients know they can count on when technology matters.

If your favorite part of IT is helping people while solving challenging technical problems—and you enjoy the variety that comes from supporting multiple organizations—we'd love to meet you.

What You'll Do

• Provide responsive, white-glove technical support to C-suite executives, senior leaders, directors, managers, and end users.
• Own technical issues from first contact through complete resolution.
• Build trusted relationships by communicating proactively and keeping clients informed.
• Administer Microsoft 365, Exchange Online, Entra ID, and user lifecycle activities.
• Provision and deprovision users, licenses, permissions, shared mailboxes, Microsoft 365 Groups, and distribution lists.
• Manage MFA, Conditional Access, and identity-related security.
• Deploy, configure, administer, and support Windows endpoints and Microsoft 365 environments.
• Troubleshoot networking issues including DNS, DHCP, VPN, Wi-Fi, VLANs, and firewall fundamentals.
• Support printers, scanners, and multifunction devices.
• Use remote monitoring and management tools to proactively identify and resolve issues.
• Participate in Microsoft 365 migrations, technology upgrades, and infrastructure improvements.
• Perform root-cause analysis instead of implementing temporary fixes.
• Document work clearly so teammates and clients benefit from your knowledge.
• Occasionally assist after hours during planned maintenance, projects, or critical outages.

What We're Looking For

We care far more about demonstrated experience, judgment, communication, and ownership than certifications.

The ideal candidate has strong hands-on experience with most of the following:

• Microsoft 365
• Entra ID / Azure Active Directory
• Exchange Online
• Intune
• Active Directory
• Group Policy
• Windows Server
• Remote Monitoring and Management (RMM) platforms
• Microsoft Defender
• Microsoft 365 Security
• Conditional Access
• Identity and Access Management
• PowerShell
• SharePoint
• Microsoft Teams
• Windows endpoint support
• Endpoint deployment
• Hardware troubleshooting
• Printer and MFP troubleshooting
• Networking fundamentals
• DNS
• DHCP
• VPNs
• Firewalls

White-Glove Support Expectations

This is a highly client-facing position.

You should be comfortable supporting everyone from front-line employees to directors, executives, and C-suite leadership with the same professionalism and attention to detail.

Successful candidates:

• Communicate confidently with executives and business leaders.
• Explain technical issues clearly to non-technical users.
• Stay calm, patient, and professional during high-pressure situations.
• Keep clients informed without being asked.
• Balance technical excellence with responsiveness and empathy.
• Exercise sound judgment and maintain confidentiality.
• Build trust through professionalism, reliability, and follow-through.

Excellent written and spoken English communication skills are essential.

Compensation & Benefits

Salary:  $85,000–$105,000annually, depending on experience and demonstrated ability.

We believe exceptional people should be compensated fairly. We're looking for a long-term teammate who takes pride in helping people, building trusted client relationships, and solving difficult technical problems.

Benefits include:

• Competitive salary
• Health insurance
• Retirement plan with company matching
• Paid time off
• Paid holidays
• Company-provided equipment
• Ongoing training and professional development
• Mileage reimbursement for business travel
• Opportunities for advancement as our company continues to grow

The Person We're Looking For

We're looking for someone who:

• Genuinely enjoys helping people.
• Enjoys solving complex technical problems.
• Owns problems until they are fully resolved.
• Requires minimal supervision.
• Thinks critically and independently.
• Communicates exceptionally well.
• Keeps clients informed throughout the troubleshooting process.
• Documents work thoroughly.
• Takes accountability for outcomes.
• Follows through on commitments.
• Learns new technologies quickly.
• Can prioritize multiple issues without being micromanaged.
• Treats every client with professionalism and respect.
• Is dependable, responsive, and takes pride in delivering exceptional service.
• Is willing to occasionally work after hours when necessary.

Nice to Have

• Experience supporting multiple organizations or business units.
• MSP or IT consulting experience.
• Microsoft 365 migrations.
• PowerShell automation.
• Fortinet experience.
• Hyper-V.
• VMware.
• Experience supporting healthcare, legal, financial, or other professional-service organizations.
• Experience providing executive or C-suite support.

What We Value

We are intentionally building a team of experienced technical professionals.

We value:

• Helping people.
• Ownership.
• Integrity.
• Accountability.
• Exceptional client service.
• Professional communication.
• Curiosity and continuous learning.
• Calm under pressure.
• Documentation.
• Teamwork.

We hire for attitude and ownership just as much as technical ability. We can teach a new technology much faster than we can teach professionalism, empathy, communication, accountability, and a genuine commitment to helping people succeed.

Who Will Love This Job

This position is a great fit for someone who enjoys:

• Helping people.
• Solving complex technical problems.
• Owning problems until they are solved.
• Providing white-glove support.
• Working directly with executives, directors, managers, and end users.
• Building trusted client relationships.
• Working with modern Microsoft technologies.
• Learning continuously.
• Supporting a wide variety of technologies and environments.
• Being the person others rely on when technology matters.

Who Probably Will Not Enjoy This Position

This position is probably not a good fit if you're looking for:

• A highly specialized infrastructure-only position.
• A software development role.
• A position with little interaction with end users.
• A role where most work is routinely escalated to someone else.
• A project-only position with minimal operational support.
• A low-accountability environment with narrowly defined responsibilities.

If you're looking for a place where your judgment is trusted, your ideas are valued, and your work has a direct impact on clients, we'd love to hear from you.

If you take pride in helping people, enjoy solving difficult technical problems, communicate exceptionally well, and want to build long-term relationships with clients who genuinely value your expertise, we'd love to hear from you.