IntWin

        💫About the Role💫

We are looking for a mid-level IT Support Specialist  reporting directly to the company's CTO.

Your primary responsibility will be to provide day-to-day IT support while maintaining a consistently high level of service throughout the rollout of these automations. You will follow the CTO's guidance as support processes evolve and ensure a smooth transition without disrupting client operations.

💫Working Hours

This is a standard part-time position with a required daily overlap with the client's business hours (U.S. Eastern Time).

💫Responsibilities

• Handle day-to-day support requests while meeting a 2-hour SLA during business hours.
• Administer the cloud-based RMM platform, including device monitoring, inventory management, and remote access.
• Maintain the client's security stack, including:
  • Antivirus/EDR
  • Multi-Factor Authentication (MFA)
  • Email spam filtering
  • DNS filtering
  • Security awareness/phishing training
  • Backup administration, including monthly restore testing
• Perform employee onboarding and offboarding, including device preparation and account provisioning according to established procedures.
• Maintain accurate and up-to-date IT documentation.
• Prepare monthly client reports.
• Use AI-powered support tools (chatbot, automated ticket triage, automated reporting) introduced by the CTO, provide feedback during testing, and assist with their adoption into daily operations.
• Ensure uninterrupted support quality while new automation processes are introduced, following guidance from the CTO.

• Coordinate occasional on-site work with a local contractor via phone or video calls. Historically, this occurs approximately 2–3 times per year.

   

💫Requirements

• Experience as an IT Support Specialist or Systems Administrator supporting small or medium-sized businesses.
• Familiarity with RMM/PSA platforms such as Atera, Syncro, NinjaOne, ConnectWise, Datto RMM, or similar (expert-level knowledge is not required).
• Experience administering Microsoft 365 and Microsoft Entra ID, including MFA, Conditional Access, and basic security configuration.
• Working knowledge of network infrastructure (firewalls, switches) sufficient to maintain existing environments without requiring hardware replacement expertise.
• Basic understanding of cybersecurity best practices for SMB environments, including EDR, backups, phishing protection, and endpoint security.
• Confident use of AI tools in daily work as an end user (developer experience is not required).
• English proficiency sufficient for direct communication with U.S.-based clients and end users.

• Availability for real-time collaboration during the initial migration period.

   

Nice to Have

• Previous experience working for an MSP (Managed Service Provider) or outsourced IT support organization.
• Experience participating in client migrations between IT service providers.
• Basic familiarity with scripting or API-based automation, which will help when collaborating with the CTO on AI-driven workflow improvements.

                                    💫About the Role💫

We are looking for a mid-level IT Support Specialist/System Administrator  reporting directly to the company's CTO.

Your primary responsibility will be to provide day-to-day IT support while maintaining a consistently high level of service throughout the rollout of these automations. You will follow the CTO's guidance as support processes evolve and ensure a smooth transition without disrupting client operations.

💫Working Hours

This is a standard part-time position with a required daily overlap with the client's business hours (U.S. Eastern Time).

💫Responsibilities

• Handle day-to-day support requests while meeting a 2-hour SLA during business hours.
• Administer the cloud-based RMM platform, including device monitoring, inventory management, and remote access.
• Maintain the client's security stack, including:
  • Antivirus/EDR
  • Multi-Factor Authentication (MFA)
  • Email spam filtering
  • DNS filtering
  • Security awareness/phishing training
  • Backup administration, including monthly restore testing
• Perform employee onboarding and offboarding, including device preparation and account provisioning according to established procedures.
• Maintain accurate and up-to-date IT documentation.
• Prepare monthly client reports.
• Use AI-powered support tools (chatbot, automated ticket triage, automated reporting) introduced by the CTO, provide feedback during testing, and assist with their adoption into daily operations.
• Ensure uninterrupted support quality while new automation processes are introduced, following guidance from the CTO.

• Coordinate occasional on-site work with a local contractor via phone or video calls. Historically, this occurs approximately 2–3 times per year.

   

Typical workload: Approximately 14 support tickets per month based on one year of historical data. Ticket volume is uneven, ranging from quiet weeks to occasional peak weeks with 20+ requests.

💫Requirements

• Experience as an IT Support Specialist or Systems Administrator supporting small or medium-sized businesses.
• Familiarity with RMM/PSA platforms such as Atera, Syncro, NinjaOne, ConnectWise, Datto RMM, or similar (expert-level knowledge is not required).
• Experience administering Microsoft 365 and Microsoft Entra ID, including MFA, Conditional Access, and basic security configuration.
• Working knowledge of network infrastructure (firewalls, switches) sufficient to maintain existing environments without requiring hardware replacement expertise.
• Basic understanding of cybersecurity best practices for SMB environments, including EDR, backups, phishing protection, and endpoint security.
• Confident use of AI tools in daily work as an end user (developer experience is not required).
• English proficiency sufficient for direct communication with U.S.-based clients and end users.

• Availability for real-time collaboration during the initial migration period.

   

Nice to Have

• Previous experience working for an MSP (Managed Service Provider) or outsourced IT support organization.
• Experience participating in client migrations between IT service providers.
• Basic familiarity with scripting or API-based automation, which will help when collaborating with the CTO on AI-driven workflow improvements.