Remote Information technology Jobs · Windows

Job listings

  • Investigate, analyze, and resolve complex application and infrastructure issues using structured troubleshooting.
  • Implement and monitor system health checks to proactively identify risks and minimize service disruptions.
  • Drive continuous improvement initiatives focused on application monitoring, reporting, automation, and technical support processes.

The company provides high-availability cloud services supporting business-critical applications. It operates with global teams and emphasizes operational excellence and resilience.

  • Be the go-to person for IT helpdesk requests, diagnosing and providing support to staff.
  • Manage onboarding/offboarding, deploy laptops and software, and maintain IT asset inventory.
  • Oversee MDM systems, secure endpoints, and provide training on IT-related topics.

Alpaca is a US-headquartered self-clearing broker-dealer and brokerage infrastructure for stocks, ETFs, options, crypto, and more. We are a dynamic team of over 380 globally distributed members who thrive working remotely and are committed to opening financial services to everyone.

  • Provide Level 1 and Level 2 technical support to employees across a global distributed organization, troubleshooting hardware, OS, application, and access issues.
  • Manage the complete lifecycle of corporate endpoint devices including macOS and Windows, using modern MDM platforms like Kandji, JumpCloud, or Intune.
  • Support identity and access management, employee onboarding and offboarding, and workplace productivity tools such as Google Workspace, Slack, and Zoom.

Learneo is a platform of builder-driven businesses including Course Hero, CliffsNotes, LitCharts, Quillbot, Symbolab, and Scribbr. They attract and scale high growth businesses built by visionary entrepreneurs, supported by centralized corporate operations functions.

Global 3w PTO

  • Deliver remote IT support to clients, resolving technical issues via phone and remote tools.
  • Perform proactive maintenance tasks such as patch management, disk space cleanup, and vulnerability remediation.
  • Handle a mix of reactive support and proactive work to ensure system stability and security.

We are a dynamic and growing managed IT service provider that delivers proactive and reactive IT support to clients. Our team-oriented culture emphasizes reliability, customer service, and continuous improvement.

  • Provide support to partners with high attention to detail, researching and analyzing issues.
  • Interact with partners via email, phone, chat, and remote sessions to resolve product issues.
  • Maintain a knowledge base and contribute to articles, ensuring high-quality support.

ConnectWise is a global leading software company with over 3,000 colleagues in North America, EMEA and APAC. The company fosters an inclusive, positive culture where every colleague is valued for their unique contributions.

$1,500–$2,000/mo

  • Manage device inventory and ensure smooth procurement and deployment for employees in Colombia.
  • Respond to IT support tickets and contribute to proactive maintenance and workflow improvements.
  • Provide IT onboarding training and handle employee termination processes with attention to audit and security.

Sezzle is a fintech company that revolutionizes shopping with interest-free installment plans, merging cutting-edge technology with seamless payment solutions. The company fosters an innovative and dynamic team culture, building a future focused on transforming the shopping experience for consumers and merchants.

Europe 4w PTO

  • Lead helpdesk operations and define long-term strategy for IT support, ensuring SLA compliance and service quality.
  • Oversee hardware lifecycle, corporate software licenses, and network performance across macOS, Linux, and Windows.
  • Manage team through coaching, feedback, and structured knowledge sharing while collaborating with cross-functional teams.

JustMarkets is a financial services company with an internal IT infrastructure that supports secure access, device fleet management, and network reliability. They emphasize operational excellence and scalability, focusing on team development and cross-functional collaboration.

  • Provide expert support and troubleshooting of Windows workstations and servers.
  • Manage Microsoft 365 environments including Exchange, SharePoint, OneDrive, and MS Teams.
  • Oversee Azure AD administration and network management tasks such as firewall, VPN, and DNS/DHCP.

ICIMS provides an industry-leading IoT SaaS platform for technology management and support. The company is a global organization with a focus on cloud infrastructure and user environments, fostering a culture of continuous learning and cross-functional collaboration.

$80,000–$100,000/yr
US Unlimited PTO

  • Serve as the first point of contact for IT support, triaging tickets and resolving Tier 1/2 issues across macOS and Windows endpoints and SaaS tools.
  • Lead IT knowledge management by building structured documentation for human readers and AI assistants in Confluence and the helpdesk.
  • Grow into Tier 2 systems administration of Okta, Google Workspace, Slack, Atlassian, and other SaaS platforms.

Updater is a leading technology platform helping major brands acquire and retain customers at scale, transforming fragmented purchasing workflows into seamless automated experiences. The company has raised over $450 million from investors like SoftBank Capital and Vista Credit Partners, and fosters a culture of innovation and growth.

  • Handle IT support requests via Slack and resolve hardware, software, and account issues for remote employees across macOS and Windows environments.
  • Manage user accounts and licenses in Microsoft 365, including Entra ID, Exchange Online, and SharePoint, while supporting SSO and MFA troubleshooting.
  • Support device onboarding and offboarding through Rippling MDM, and provide user-level support for core SaaS platforms like Slack, Zoom, and Jira.

Robots & Pencils is an applied AI engineering firm that designs and ships AI co-workers for enterprise operations. Founded in 2009, the company has delivery centers in Canada, the US, Eastern Europe, and Latin America, with teams averaging over 15 years of experience.