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IT Support Engineer (Win 11 Migration)
Sky Systems
Migrate Windows 10 devices to Windows 11 and provide desktop support to end users.
11d ago
Intermediate (4-7 years), Experienced (8-12 years), Expert & Leadership (13+ years)
Contractor
Boston, MA
Onsite
Company Size
82 Employees
Service Specialisms
IT Services
Cloud Solutions
Cybersecurity
Consulting
Technical Support
Infrastructure Management
Project Management
Sector Specialisms
No specialisms available
Role
What you would be doing
migration scheduling
issue documentation
migration execution
compatibility testing
pre‑migration assessment
hardware checks
- Coordinate with users to schedule migrations, ensuring minimal impact on productivity.
- Document and address migration-related issues and escalate complex problems to senior technical teams.
- Plan and execute the migration of user systems from older Windows versions to Windows 11 with minimal disruption.
- Perform software and application compatibility testing and resolve related issues.
- Conduct pre-migration assessments, including hardware compatibility checks and data backup preparations.
What you bring
desktop support
system migration
bachelor's
active directory
office 365
windows 10/11
- 4+ years of experience in desktop support, with at least 4 years of experience in system migrations or upgrades.
- Bachelor's degree in Information Technology, Computer Science, or a related field (or equivalent experience).
- Strong knowledge of hardware compatibility, imaging tools, and system migration best practices.
- Familiarity with Active Directory, Group Policy, Office 365, and enterprise tools.
- Expertise in Windows 10/11 operating systems, including installation, configuration, and troubleshooting.
Information not given or found
Training + DevelopmentInformation not given or found
Interview process
Information not given or found
Visa SponsorshipInformation not given or found
Security clearanceInformation not given or found
Company
Overview
Founded '11
Company Establishment
The company was established in 2011.
Fortune 500
Client Size
Has worked with large financial institutions.
- Blends technical consulting with staffing expertise across North America.
- Evolved into a full-service MSP and Cisco/Dell partner.
- Delivers 24/7 on‑site and remote services.
- Builds contact center solutions using Cisco, Avaya, and Genesys.
- Web solutions complement core services, enabling seamless digital platforms alongside infrastructure support.
- Despite modest size, has tackled complex deployments in aerospace, semiconductors, energy, and government sectors.
- Maintains agility through lean teams, ensuring projects hit deadlines, budgets, and technical benchmarks.
5.0/5
Company Culture
Overwhelming approval for the company's culture.
5.0/5
Support You Get
Exceptional support provided to employees.
5.0/5
People You Work With
Positive feedback on the quality of colleagues.
5.0/5
Person You Work For
High satisfaction with management.
4.0/5
Way You Work
Positive but not perfect work methodology.
4.0/5
Work Setting
Satisfactory working environment.
4.3/5
Overall Rating
Strong overall employee satisfaction with 100% recommendation rate.
- Overall rating 4.3/5, 100% of employees would recommend Sky Systems (CareerBliss)
- No publicly disclosed environmental or sustainability strategy, targets, or net-zero goals found on official website or LinkedIn
D&I rating 2.0/5
Glassdoor Diversity Rating
The company received a diversity and inclusion rating of 2.0 out of 5 from Glassdoor.
- No gender breakdown or DEI metrics publicly disclosed.
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