Top Benefits
About the role
Your role as a Senior IT Specialist
Reporting to the Manager, IT Operations & Security, the Senior IT Specialist runs core IT operations and supports security, identity, device management, and infrastructure work. You’ll handle senior escalations, drive operational improvements, and lead projects that improve how employees access systems, devices, and corporate services.
What you'll be doing Provide Level 2/3 support across hardware, software, SaaS, identity, network, and endpoint issues in a macOS-first environment. Lead IT projects end-to-end: discovery, stakeholder alignment, implementation, documentation, change management, and post-launch support. Define scope, timelines, and success metrics; track risks/dependencies; coordinate delivery with internal teams and vendors. Administer Okta, Google Workspace, and SaaS apps through admin consoles and infrastructure-as-code (e.g., Terraform). Support device management and endpoint workflows in our MDM, and build automations to cut down on manual work. Improve IT service delivery and operational workflows, including integrations between systems and tools. Act as a senior escalation point for the team and help guide technical decisions.
We'd love to hear from you if you have 5+ years in IT operations, technical support, endpoint management, and/or a security-adjacent role. Strong experience supporting macOS fleets and corporate SaaS apps. Scripting experience and familiarity with programming languages. Comfort with cloud fundamentals (AWS/GCP/Azure), including networking and access concepts. Experience with an MDM platform (e.g., Iru or Jamf). Experience with infrastructure-as-code for SaaS/identity (e.g., Terraform).
At Dialogue, your well-being is our priority
Taking care of others also means taking care of our team! Depending on your role and employment status, you could have access to the following benefits: Access to the Dialogue app and virtual mental health support for you and your family Fully funded insurance, a health spending account, dental coverage, and fitness reimbursement 4 weeks vacation, 9 wellness days, and 1 volunteer day Hybrid work: 3 days/week in our Montreal office, excluding remote roles Work abroad up to 4 weeks/year Incentive plans, referral bonuses & RRSP matching Learning via Coursera, external training budget & mentorship Optional parental leave top-up
About Dialogue
Dialogue is a leading virtual care provider that empowers organizations to build healthier, happier, and more productive teams. Our high-touch health and well-being programs provide organizations and their members with tailored, measurable, and quality clinical care.
Dialogue's team of health professionals delivers exceptional experiences across the continuum of care, positively impacting millions worldwide. We foster thriving teams focused on health and well-being to improve culture, engagement, and productivity.
Canada: • www.dialogue.co
Programs: • Primary Care • Employee Assistance Program (EAP) • Mental Health+ • Wellness
--
International: • www.dialogue.co/en-gb/
Programs: • Wellness • iCBT
Similar Jobs
Top Benefits
About the role
Your role as a Senior IT Specialist
Reporting to the Manager, IT Operations & Security, the Senior IT Specialist runs core IT operations and supports security, identity, device management, and infrastructure work. You’ll handle senior escalations, drive operational improvements, and lead projects that improve how employees access systems, devices, and corporate services.
What you'll be doing Provide Level 2/3 support across hardware, software, SaaS, identity, network, and endpoint issues in a macOS-first environment. Lead IT projects end-to-end: discovery, stakeholder alignment, implementation, documentation, change management, and post-launch support. Define scope, timelines, and success metrics; track risks/dependencies; coordinate delivery with internal teams and vendors. Administer Okta, Google Workspace, and SaaS apps through admin consoles and infrastructure-as-code (e.g., Terraform). Support device management and endpoint workflows in our MDM, and build automations to cut down on manual work. Improve IT service delivery and operational workflows, including integrations between systems and tools. Act as a senior escalation point for the team and help guide technical decisions.
We'd love to hear from you if you have 5+ years in IT operations, technical support, endpoint management, and/or a security-adjacent role. Strong experience supporting macOS fleets and corporate SaaS apps. Scripting experience and familiarity with programming languages. Comfort with cloud fundamentals (AWS/GCP/Azure), including networking and access concepts. Experience with an MDM platform (e.g., Iru or Jamf). Experience with infrastructure-as-code for SaaS/identity (e.g., Terraform).
At Dialogue, your well-being is our priority
Taking care of others also means taking care of our team! Depending on your role and employment status, you could have access to the following benefits: Access to the Dialogue app and virtual mental health support for you and your family Fully funded insurance, a health spending account, dental coverage, and fitness reimbursement 4 weeks vacation, 9 wellness days, and 1 volunteer day Hybrid work: 3 days/week in our Montreal office, excluding remote roles Work abroad up to 4 weeks/year Incentive plans, referral bonuses & RRSP matching Learning via Coursera, external training budget & mentorship Optional parental leave top-up
About Dialogue
Dialogue is a leading virtual care provider that empowers organizations to build healthier, happier, and more productive teams. Our high-touch health and well-being programs provide organizations and their members with tailored, measurable, and quality clinical care.
Dialogue's team of health professionals delivers exceptional experiences across the continuum of care, positively impacting millions worldwide. We foster thriving teams focused on health and well-being to improve culture, engagement, and productivity.
Canada: • www.dialogue.co
Programs: • Primary Care • Employee Assistance Program (EAP) • Mental Health+ • Wellness
--
International: • www.dialogue.co/en-gb/
Programs: • Wellness • iCBT