Job Description
Insight Global is is seeking a Senior VDI Engineer support a growing financial technology company. This individual will lead and scale their AWS WorkSpaces environment, drive observability with DataDog, and provide production engineering support across identity, endpoint management, and automation. Key responsibilities include:
Key Responsibilities
- Lead VDI migrations for contractors/employees into the AWS WorkSpaces environment, including onboarding, image/profile strategy, access control, and cutover support
- Own the deployment and integration of DataDog monitoring for the AWS VDI stack, including metrics, logs, traces, dashboards, SLOs, and alerting
- Provide L3 production engineering support across the multiple applications within the Corp. IT environment
- Design and maintain secure baseline images (Windows and Ubuntu), golden images, and automated pipelines for image updates
- Develop runbooks, documentation, and knowledge articles; train L1/L2 teams and offshore partners
- Participate in incident response, post-incident reviews, capacity planning, and on-call rotations
- Drive continuous improvement: automate repetitive tasks, reduce MTTR, improve reliability and user experience
We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.
Required Skills & Experience
- 5+ years in VDI engineering/operations with deep experience in AWS WorkSpaces (WSP/WSP2, bundles, images, directories, scaling)
- Strong IAM background: Microsoft Entra ID, Okta (SSO, SCIM/LDAP, MFA), AWS IAM/Identity Center (permission sets, policies).
- Microsoft Intune expertise
- Proficiency with IaC and automation: Terraform or CloudFormation, AWS Lambda (Python/Node), CI/CD, and event-driven workflows.
- Strong device management experience
- Advanced troubleshooting experience across OS, network, identity, and application layers
- Solid understanding of networking for VDI
Nice to Have Skills & Experience
- Hands-on experience deploying and tuning DataDog (agents, autodiscovery, log pipelines, dashboards, monitors)
- Ubuntu imaging experience
- Ansible experience
- Certifications: AWS SysOps/Solutions Architect, Okta Professional/Administrator, Microsoft MD-102/SC-300, Datadog Observability.
- Experience with profile/container solutions (FSLogix), printer/USB redirection, and GPU-enabled WorkSpaces.
- Knowledge of security frameworks and controls (CIS benchmarks, NIST, device compliance, conditional access).
- Experience with ITIL practices, service management tooling, and building actionable SLOs/SLIs.
Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.