We are currently seeking to add an
Implementation Systems Administrator to our dedicated Projects team to support company growth. In this role, you will focus on delivering large-scale, proactive project work that extends beyond day-to-day support. You will be responsible for executing technical implementations - from discovery through delivery - ensuring projects are completed on-time and within budget.
Your work will directly improve client environments by enhancing security, stability, and standardization while enabling our Service Team to deliver world-class ongoing support.
Responsibilities:- Participate in project kickoff discussions, contributing to expectations, risks, and technical approach
- Execute assigned project work in alignment with approved Statements of Work (SOWs), ensuring delivery within scope, timeline, and budget
- Deliver hands-on technical implementations across client environments, including infrastructure upgrades, migrations, and system deployments
- Provide post go-live support for project cutovers to ensure stability and optimal client experience
- Track project issues and contribute to post-project debriefs, including lessons learned and process improvement recommendations
- Take ownership of assigned project deliverables through completion and transition to the Service Team
- Draft and send client-facing project status updates
- Communicate effectively with clients and internal teams regarding project progress, upcoming changes, outages, and impacts
- Collaborate with third parties, including co-managed environments and vendors, to complete project tasks
- Maintain thorough and accurate documentation of all project activities, tools, and client environments
- Enter daily time tracking, documentation, and expenses within required systems (e.g., ConnectWise)
- Prepare for and participate in weekly project status check-ins
- Identify and raise risks, blockers, and dependencies impacting project delivery
- Contribute to team discussions and problem-solving in weekly meetings
Requirements- 3-5 years of experience in a similar level role within a project or support divisions
- Strong diverse reactive IT support experience is required
- Experience and ability to independently complete the following project types
- Email Migrations (Various Platforms to M365)
- Server Builds and Migrations (File Server, Domain Controller, Application Servers)
- Network Upgrades and Cross Platform Migrations
- Hypervisor Replacements and Migrations (VMware, Hyper-V)
- Workstation Lifecycle Replacement Initiatives
- Office Moves and net new office build-outs
- Security Stack Deployments (e.g. MDR, SIEM)
- Application Deployments (CRM, ERP, etc.)
- Exceptional Documentation and Communication Skills
- Ability to efficiently handle multiple tasks and collaborate effectively within a fast-paces, client-oriented team
- Self-motivated with the capability to work independently with minimal supervision.
- Highly organized with a keen attention to detail.
- A current and valid US driver's license
- Any Degree in relevant technology field is considered a plus
- Certifications such as the following are considered a plus
- Solution-based certifications (E.g. MDM) are considered a plus
BenefitsCharles IT offers a competitive benefits program including Medical, Dental, Vision, Life, Disability, Paid Holidays, PTO, 401K, and bonuses. In addition, we offer free dry cleaning, a fully stocked break room, Friday team lunches, paid training, team-building outings every quarter, professional development and so much more!