Watchkeep · 12 hours ago
Lead Systems Engineer
Watchkeep is a company passionate about delivering exceptional service to clients while fostering a supportive team culture. They are seeking a Lead Systems Engineer to manage complex IT projects and guide clients through cloud transformations, while also mentoring team members.
Information ServicesSoftware
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
Qualification
Required
10+ years of experience in IT, with leadership in complex infrastructure or cloud projects
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
Preferred
Team leadership or management experience
Certifications such as Microsoft Azure Administrator/Architect or M365 Enterprise Admin
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
Company
Watchkeep
Watchkeep provides managed IT, communications, security awareness, cloud business phones, data backup, and video conferencing services.
Funding
Current Stage
Early StageCompany data provided by crunchbase