Lead Systems Engineer

WatchKeepWest Reading, PA
8d$80,000 - $120,000Hybrid

About The Position

Are you a problem-solver with a passion for project work, a knack for communication, and the drive to lead technical initiatives? We’re looking for a Lead Systems Engineer to join our elite project team. This “player/coach” role balances hands-on engineering with leadership—executing key projects while helping guide the direction of our cloud and infrastructure services. At Watchkeep, we’re passionate about delivering exceptional service to our clients—and supporting each other along the way. If you thrive in a high-accountability, low-ego culture, we’d love to talk. In This Role, You Will:

Requirements

  • 10+ years of experience in IT, with leadership in complex infrastructure or cloud projects. Team leadership or management experience preferred.
  • Expertise in M365, Azure, virtualization, networking, and storage.
  • Familiarity with MSP tools like ConnectWise, NinjaOne, or Kaseya.
  • Strong communication skills and a consultative mindset.
  • Valid driver’s license and reliable local travel availability.

Nice To Haves

  • Certifications such as Microsoft Azure Administrator/Architect or M365 Enterprise Admin preferred.

Responsibilities

  • Lead complex IT projects—from cloud migrations to server and network deployments.
  • Guide clients through Microsoft 365 and Azure transformations.
  • Assess, design, and implement IT infrastructure aligned with business goals.
  • Collaborate with Sales and Presales on scoping and architecture.
  • Serve as a technical mentor and emerging leader within the project team.

Benefits

  • Competitive compensation and full benefits package
  • Generous PTO
  • Flexible hybrid work environment
  • Career advancement through our Watchkeep Ramp Program
  • Company-paid certifications and training
  • A supportive team that works hard and has fun doing it

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Education Level

No Education Listed

Number of Employees

11-50 employees

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