Chief Technology Officer Job at MSP Hire, Inc., Milwaukee, WI

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  • MSP Hire, Inc.
  • Milwaukee, WI

Job Description

Be the Tech Visionary Behind a High-Performing MSP’s Next Chapter

At River Run , we don’t just support technology—we power businesses with it. For 32 years, we've been redefining what exceptional IT service looks like, and now, we’re writing our most ambitious chapter yet: aggressive growth, next-level innovation, and client experiences that wow .

We’re looking for a Chief Technology Officer (CTO) who is part strategist, part operator, and all-in on building something meaningful. You’ll lead and scale our technical services division, shape our future offerings, and inspire a 70+ person team to do their best work. If you’re a seasoned MSP leader with deep cyber security expertise, a track record of operational excellence, and a relentless drive to deliver results, this is your moment.

🔍 What You’ll Do

Set Vision & Drive Strategy

  • Define and own the technical vision that aligns with River Run’s bold growth goals.

  • Build out a scalable, resilient tech services structure across service delivery, cybersecurity, and project execution.

  • Recommend and implement cutting-edge technologies and partnerships that future-proof our offerings.

Lead a High-Performance Team

  • Mentor and develop technical leaders to build strong, engaged teams that thrive on accountability and innovation.

  • Foster a culture of continuous improvement using real-time client feedback to fuel evolution.

  • Inspire a team-first mentality where excellence and personal growth go hand in hand.

Deliver Operational Excellence

  • Own the department’s success—from process improvement and documentation to utilization, capacity, and quality of service.

  • Drive automation, standardization, and proactive security practices that keep us ahead of the curve.

  • Ensure consistency, clarity, and excellence through strong SOPs and ticketing standards.

Strengthen Client Partnerships

  • Ensure every tech interaction is a positive client experience.

  • Collaborate with account management and sales to drive technical trust and retention.

  • Present with confidence to business and executive stakeholders.

✅ What You Bring

  • 4+ years of executive leadership in an MSP 

  • A proven track record of building scalable systems and teams in growth-stage companies.

  • Mastery of MSP tools and standards (PSA, RMM, ITIL, NIST, etc.).

  • Deep technical chops across infrastructure, cloud (Azure/AWS), cybersecurity frameworks (SOC 2, CMMC), and emerging tech (AI, automation).

  • Strong business acumen—you connect tech decisions to bottom-line results.

  • Executive presence and the ability to inspire trust and action from the C-suite to frontline techs

🌟 Why River Run?

  • Join a thriving, 32-year-old MSP with serious momentum and a startup energy.

  • Work with a passionate, driven team that actually likes showing up every day.

  • Your leadership will directly shape our clients, our company, and our culture.

  • Competitive compensation, profit sharing, and full benefits package.

  • An opportunity to leave your fingerprint on something that’s growing—and growing fast.

Job Tags

Full time,

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