Chief Technology Officer

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Company: MSP Hire, Inc.

Location: Milwaukee, WI 53215

Description:

Lead. Scale. Disrupt.

We're not looking for just another CTO. We're looking for a tech-savvy hooligan who has scaled teams, overhauled infrastructure, and knows how to align IT with real business results. This is your shot to lead a 60+ person (and growing) team, double our client base in 4 years, and put your fingerprints all over a fast-moving, client-obsessed MSP.

If you've been waiting for a role with real influence, high expectations, and zero fluff-you're in the right place.
The Mission (Should You Choose to Accept It)
Drive the Tech Vision
  • Architect and own the technology roadmap-make sure it moves the business, not just the servers.
  • Push innovation. Stay ahead of the curve and make sure we're building, buying, or integrating the best tech in the game.
  • Collaborate with the CEO and exec team on growth, security, client expansion, and M&A opportunities.
Make Ops Bulletproof
  • Lead infrastructure, service delivery, and IT operations-flawless uptime, zero excuses.
  • Build systems that scale, budgets that make sense, and processes that hold up under pressure.
  • Establish the standards, KPIs, and contingency plans that keep everything moving-even when things go sideways.
Build & Elevate a Killer Team
  • Recruit, coach, and level-up a team of engineers, leaders, and tech talent.
  • Create a culture of ownership, continuous improvement, and accountability.
  • Train your leaders to lead. Build a department that runs tight and runs deep.
Show Up for Clients
  • Get in the room. Talk to clients. Understand their pain and deliver real solutions.
  • Work with Sales to craft proposals and presentations that don't just check boxes-they win deals.
  • Upgrade how we train our techs to speak human and make clients feel heard.
Who You Are

You're not afraid of the spotlight-or the pressure that comes with it. You know how to lead, scale, communicate, and execute.

You've done the work:
  • Executive-level leadership in the MSP world.
  • Built or led teams of 60+ with 6-10 direct reports.
  • 3-5 years of actual engineering under your belt.
  • Deep experience in cyber security, cloud, and infrastructure.

You bring the mindset:
  • Big-picture thinker who executes.
  • Fierce communicator-can pitch to a board or break it down for a junior tech.
  • Cool under pressure. Decisive. Not afraid to make the call.
  • Obsessed with performance, growth, and delivering a killer client experience.
  • Can simplify the complex in front of C-level clients.
Who You're Not
  • Avoids making hard decisions or shies away from accountability.
  • Struggles to empower or inspire their team.
  • Leads from behind a screen-this role requires on-site presence and engagement.
What You Get
  • A seat at the top table with real influence.
  • A company ready to scale and the freedom to architect how.
  • A smart, driven, technical team that's hungry for leadership.
  • The kind of challenge that'll make the next job feel boring.

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