Advisor (Senior IT Consultant & Systems Specialist)

Advisor (Senior IT Consultant & Systems Specialist)

Location: On-site | Client Locations | Some Flex Scheduling

Be the one who solves what others cannot.

At Rook Advisors, we don’t just fix IT problems—we enrich lives through gold-standard service. We are not your average MSP. Our Advisors are more than technicians—they’re trusted consultants, problem-solvers, and client champions. If you’re looking to coast, blend in, or punch a clock, this is not the place for you.

But if you thrive on ownership, love mastering technology, and want to be the person clients ask for by name—you might have just found your next home.

What You'll Do:

• Own technical issues from start to finish—remote, onsite, and everywhere in between.


• Serve as technical lead for client accounts, helping resolve higher-tier issues.


• Proactively identify and prevent client pain points before they call.


• Mentor junior team members and contribute to elevating the whole team.


• Deliver service that lives up to our mission: “To enrich the lives we encounter through our gold-standard services”

What You Bring:

• Clear, confident communication and a professional, approachable presence.


• Deep hands-on experience with Microsoft Server and it's roles (Active Directory, Exchange, SQL, etc.).


• Office 365 wizardry.


• Networking proficiency (Routing, VLANS, etc.)


• A relentless attention to detail and follow-through.


• The ability to multitask and prioritize in high-stakes, fast-moving environments.


• You lead yourself—without needing hand-holding or constant follow-up.

Bonus Points:

• Proficiency with Linux and DevOps tools.


• Industry certifications (CompTIA, Microsoft, AWS, etc.).


• Prior IT field service or MSP experience.

How We Measure Success:

• Billable hours are your core KPI—but we never sacrifice quality for speed.


• Happy clients, documented solutions, and team support matter too.

What You'll Get:

• Unlimited PTO (yes, really—and we track it for balance and accountability).


• Profit sharing + performance bonuses.


• Paid certifications and career development.


• A team that supports each other but expects results.


• A culture that rewards ownership, leadership, and initiative—not title or tenure.

Our Mission:

“To enrich the lives we encounter through our gold-standard services.”

Our Vision:

“To be nationally renowned for delivering exemplary, concierge-level service.”

Don’t Apply If You:

• Need to be told what to do every day.


• Think professionalism doesn’t apply to tech roles.


• Want to work remote and hide from accountability.

Do Apply If You:

• Take pride in doing the job right the first time.


• Want to be part of a tight-knit, high-performance team.


• Are ready to take ownership of your outcomes and your growth.

Ready to lead from the front?

Apply now and let’s build something remarkable together.