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Remote Windows Deployment Technician Jobs in San Francisco Bay Area, CA

This role requires strong expertise in enterprise automation, Linux/Windows configuration ... Ansible Automation Platform Deployment * Install and configure Red Hat Ansible Automation Platform ...

This role requires strong expertise in enterprise automation, Linux/Windows configuration ... Ansible Automation Platform Deployment * Install and configure Red Hat Ansible Automation Platform ...

Establish scalable, secure, and repeatable processes for device configuration and deployment ... Experience managing Windows and Linux servers (Debian/Ubuntu) * Familiarity with Security and ...

Senior Infrastructure Engineer

Toronto, ON · Remote

CA$163K - CA$200K/yr

Administer Windows Server environments including patching, performance tuning, and security ... deployment. * Contribute to SCRUM or Agile processes by delivering infrastructure-related tasks and ...

GitLab CI/CD, GitLab runners, release automation, quality gates, and deployment workflows ... Support GKE upgrades, maintenance windows, rollout sequencing, workload validation, backup checks ...

Technical Operations Analyst

Toronto, ON · Remote

CA$75K - CA$130K/yr

Prepare, initiate, and monitor software deployments, executing steps carefully and methodically ... Solid foundation working with Windows OS and/or Linux * Experience with AWS - especially EKS, EC2 ...

Details on your work arrangement (proportion of on-site and remote work) will be discussed at the ... Contribute to CI/CD pipelines, deployment automation, and infrastructure-as-code where applicable.

Details on your work arrangement (proportion of on-site and remote work) will be discussed at the ... Contribute to CI/CD pipelines, deployment automation, and infrastructure-as-code where applicable.

Demonstrated hands-on expertise with VDI and DaaS architectures, including deployment models, image ... Mountain View CA (on site), USA (remote) Travel Expectations: occasional travel Domestic ...

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Remote Windows Deployment Technician information

See San Francisco Bay Area, CA salary details

$26

$37

$52

How much do remote windows deployment technician jobs pay per hour?

As of May 28, 2026, the average hourly pay for remote windows deployment technician in San Francisco Bay Area, CA is $37.38, according to ZipRecruiter salary data. Most workers in this role earn between $28.61 and $49.57 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Windows Deployment Technician, and why are they important?

To thrive as a Remote Windows Deployment Technician, you need expertise in Windows operating systems, imaging, and deployment processes, often backed by certifications such as CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with tools like Microsoft Deployment Toolkit (MDT), Windows Deployment Services (WDS), and remote support platforms is essential. Strong problem-solving abilities, attention to detail, and clear communication skills help you efficiently support users remotely and troubleshoot deployment issues. These skills ensure smooth, secure, and efficient rollouts of Windows environments, minimizing downtime and user disruption.

What are some common challenges faced by Remote Windows Deployment Technicians when supporting distributed teams, and how can they be addressed?

Remote Windows Deployment Technicians often encounter challenges such as varying hardware configurations, limited onsite access, and network connectivity issues when supporting distributed teams. To address these, technicians typically use robust remote management tools, maintain clear documentation, and establish strong communication channels with end-users and local IT contacts. Proactively scheduling deployments and providing thorough user instructions can also help minimize disruptions and ensure successful rollouts in a remote environment.

What is a Remote Windows Deployment Technician?

A Remote Windows Deployment Technician is an IT professional responsible for installing, configuring, and maintaining Windows operating systems on computers and servers, typically from a remote location. They use various tools and technologies to automate and streamline the deployment process, ensuring that systems are set up according to organizational standards. This role often includes troubleshooting installation issues, updating system images, and supporting users during the deployment process. It may also involve working with network administrators and other IT staff to coordinate software rollouts and system upgrades.

What is the difference between Remote Windows Deployment Technician vs Remote Network Support Specialist?

AspectRemote Windows Deployment TechnicianRemote Network Support Specialist
CertificationsCompTIA A+, Microsoft Certified: Windows ServerCompTIA Network+, Cisco CCNA
Work EnvironmentDeploying Windows OS remotely, troubleshooting installation issuesSupporting network infrastructure, resolving connectivity problems
Industry UsageIT service providers, hardware vendorsISPs, corporate IT departments

The Remote Windows Deployment Technician primarily focuses on remotely installing and configuring Windows operating systems, requiring certifications like CompTIA A+ and Microsoft certifications. In contrast, the Remote Network Support Specialist handles network-related issues, often with certifications like CompTIA Network+ or Cisco CCNA. Both roles operate in remote environments within the IT industry but serve different technical needs. Understanding these distinctions helps employers and job seekers target the right skills and responsibilities.

What are the most commonly searched types of Windows Deployment Technician jobs in San Francisco Bay Area, CA? The most popular types of Windows Deployment Technician jobs in San Francisco Bay Area, CA are:
What job categories do people searching Remote Windows Deployment Technician jobs in San Francisco Bay Area, CA look for? The top searched job categories for Remote Windows Deployment Technician jobs in San Francisco Bay Area, CA are:
What cities near San Francisco Bay Area, CA are hiring for Remote Windows Deployment Technician jobs? Cities near San Francisco Bay Area, CA with the most Remote Windows Deployment Technician job openings:

Ansible Engineer

Opticca

Toronto, ON • Remote

Other

Posted 23 days ago


Job description

Opticca Consulting is seeking a Senior Ansible Automation Engineer involving the deployment and migration to Red Hat Ansible Automation Platform (AAP) on Microsoft Azure.

The consultant will play a key role in standing up a new AAP environment and migrating automation assets from an existing Ansible Tower environment, including playbooks, roles, RBAC configurations, and automation pipelines.

This role requires strong expertise in enterprise automation, Linux/Windows configuration management, and Ansible Automation Platform architecture.

Key Responsibilities:

Ansible Automation Platform Deployment

  • Install and configure Red Hat Ansible Automation Platform (AAP) in an Azure environment
  • Configure execution nodes / execution environments
  • Establish secure connectivity with target environments including Windows via WinRM
  • Configure AAP components including controllers, inventories, and credentials

Automation Migration

  • Develop migration scripts to move automation assets from legacy Ansible Tower to AAP
  • Migrate and validate:
    • Ansible playbooks
    • Roles
    • Job templates
    • Role-Based Access Controls (RBAC)
    • Inventory structures

Automation Content Migration

Support migration and validation of automation content including:

  • ~20 Linux playbooks
  • ~6 Linux roles
  • ~19 Windows playbooks
  • ~36 Windows roles
  • ~20 Solaris roles

Ensure compatibility with AAP execution environments and modern automation standards.

Platform Integration

Implement integrations with enterprise platforms including:

  • CyberArk credential management
  • Microsoft Entra ID authentication
  • GitHub-based automation pipelines
  • Execution environment build pipelines
  • GitHub runner host configuration

Inventory and Configuration Management

  • Convert Smart Inventories to Constructed Inventories
  • Validate system configuration and automation workflows post-migration
  • Test provisioning callbacks and job execution flows

Testing & Validation

  • Perform end-to-end testing of automation workflows
  • Validate connectivity, authentication, and credential integrations
  • Support joint testing with Red Hat and client teams

Documentation

Develop technical documentation including:

  • Platform Runbook / Build Book
  • AAP deployment architecture
  • Access control and permissions structure
  • Operational procedures for automation deployment and maintenance

Required Skills & Experience

Core Automation Skills

  • 5+ years experience with Ansible automation
  • Hands-on experience with Red Hat Ansible Automation Platform (AAP)
  • Experience migrating environments from Ansible Tower

Infrastructure & Systems

  • Strong Linux administration experience
  • Automation experience with:
    • Linux systems
    • Windows systems via WinRM
    • Legacy Unix environments (Solaris experience preferred)

Cloud Experience

  • Experience deploying infrastructure and automation platforms in Microsoft Azure

CI/CD & Automation Pipelines

  • Experience integrating automation with:
    • GitHub
    • Automation pipelines
    • Execution environment builds

Identity & Security

  • Experience integrating automation with:
    • CyberArk
    • Microsoft Entra ID / Azure AD

Enterprise Automation

  • Experience with:
    • RBAC automation models
    • Inventory management
    • Automation governance practices

Preferred Qualifications

  • Experience working on Red Hat-led consulting engagements
  • Red Hat certifications such as:
    • RHCE (Red Hat Certified Engineer)
    • Red Hat Certified Specialist in Ansible Automation
  • Experience with AAP 2.x architecture
  • Experience building custom execution environments
  • Experience with hybrid cloud automation

Deliverables

The consultant will contribute to the successful delivery of the following milestones:

  • Deployment and configuration of Red Hat Ansible Automation Platform on Azure
  • Migration of automation content and platform configuration
  • Integration with enterprise identity and secrets platforms
  • Validation and testing of automation workflows
  • Delivery of full runbook and operational documentation

Engagement Details

Contract Type: Independent Contractor

Location: Remote (North America only)