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IT Support Technician

IT & Security

$58,000–$72,000 + on-call standby pay

Calgary · HybridFull-time / Part-time3 days in our Calgary office or at client sites, 2 days remote. On-call rotation shared across the team (roughly one week per month).

Provide front-line technical support to Calgary businesses that rely on Hero IT to keep their teams productive. You will handle tickets, administer Microsoft 365 environments, set up and deploy devices, and be the first person our clients talk to when something breaks. This is the foundation role on our service desk — you will learn every client’s environment, build relationships with their staff, and develop the troubleshooting instincts that lead to senior engineering roles.

Key responsibilities

  • Respond to support tickets via phone, email, and remote session within SLA targets, averaging 8–12 tickets per day
  • Administer Microsoft 365 tenants including user provisioning, licensing, mailbox management, and password resets
  • Set up, image, and deploy laptops, desktops, and peripherals for client teams using standardized build profiles
Microsoft 365Entra IDWindows 10/11macOSConnectWise ManageDatto RMMSharePointTeamsIntuneActive Directory

Service Desk / Tier 2 Support Lead

IT & Security

$70,000–$88,000 + on-call standby pay

Calgary · HybridFull-time / Part-time3 days in the Calgary office or at client sites, 2 days remote. You will manage the on-call rotation schedule and occasionally take shifts yourself.

Lead and mentor the service desk team while handling complex Tier 2 escalations across Hero IT’s entire managed client base. You are the glue between the front-line technicians and senior engineers — you triage, assign, resolve, and ensure nothing falls through the cracks. You own SLA performance, ticket quality, client communication standards, and the day-to-day rhythm of our support operation. This is the first real delivery leadership hire, and the team’s effectiveness depends on your judgment and follow-through.

Key responsibilities

  • Manage the daily ticket queue: triage incoming requests, assign to the right technician, and monitor SLA compliance across all managed clients
  • Handle Tier 2 escalations that front-line techs cannot resolve — M365 issues, Group Policy conflicts, printer nightmares, intermittent VPN drops, and multi-user outages
  • Mentor and train Tier 1 technicians on troubleshooting methodology, documentation standards, and client communication
ConnectWise ManageDatto RMMMicrosoft 365Entra IDIntuneSharePointActive DirectoryPowerShellTeamsIT Glue

Field Technician / Projects Technician

IT & Security

$55,000–$72,000 + mileage + OT

Calgary · On-siteFull-time / Part-timeOn-site at client locations 4–5 days per week. Expect to drive across Calgary daily. Early morning or evening work occasionally required for cutovers and migrations.

SMB clients still need hands-on work that remote support cannot handle. You will drive across Calgary setting up workstations, installing network equipment, swapping firewalls, mounting wireless access points, coordinating cabling, managing office moves, and troubleshooting on-site issues. This is the tangible side of managed IT — racking, stacking, running cables, configuring hardware, and making sure everything works before you leave the site. If you like working with your hands and solving problems in real spaces, this is the role.

Key responsibilities

  • Deploy workstations, laptops, monitors, printers, and peripherals at client offices across Calgary
  • Install and configure network infrastructure: switches, firewalls, wireless access points, and patch panels
  • Perform firewall swaps and network upgrades with minimal downtime during client business hours
FortinetUbiquiti UniFiMerakiDatto RMMWindows 10/11Active DirectoryIT GlueConnectWise ManageFluke NetworksPoly/Logitech AV

Systems & Microsoft 365 Engineer

IT & Security

$85,000–$105,000

Calgary · HybridFull-time / Part-time2–3 days remote, 2–3 days in office or at client sites for migrations and hands-on work. Migrations may require evening or weekend cutovers.

Own the Microsoft ecosystem for Hero IT’s entire managed client base. You are the person who designs Entra ID configurations, builds Intune device profiles, manages Exchange Online, enforces conditional access policies, handles tenant-to-tenant migrations, and ensures every client’s M365 environment is secure, documented, and consistent. This role is the backbone of our IT delivery — when someone asks “what’s the right way to set this up?” the answer should come from you.

Key responsibilities

  • Design, implement, and maintain Microsoft 365 tenant configurations for 50+ managed client environments
  • Build and enforce Entra ID (Azure AD) configuration baselines: conditional access, MFA, passwordless authentication, and security defaults
  • Create and manage Intune device management profiles: compliance policies, configuration profiles, app deployments, and Autopilot
Microsoft 365Entra IDIntuneExchange OnlineSharePoint OnlinePowerShellMicrosoft DefenderAutopilotAzure AD ConnectIT Glue

Cybersecurity Engineer / Analyst

IT & Security

$90,000–$115,000 + on-call standby pay

Calgary · HybridFull-time / Part-time2–3 days remote, 2–3 days in office or at client sites for assessments. On-call for security incidents (shared rotation). Some evening work during incident response.

Security is one of the primary reasons Calgary businesses hire a managed service provider. You will own the security posture of Hero IT’s entire client base: endpoint hardening, MFA rollouts, phishing protection, EDR deployment, security policy baselines, vulnerability assessments, incident response, and ongoing security awareness training. You translate complex security concepts into actionable recommendations that business owners can understand and approve. When an incident happens, you are the first responder.

Key responsibilities

  • Deploy and manage endpoint detection and response (EDR) solutions across all managed client environments
  • Design and enforce security baselines: MFA, conditional access, password policies, admin account protection, and least-privilege access
  • Conduct vulnerability assessments and penetration tests for clients, delivering prioritized remediation roadmaps in plain language
SentinelOneMicrosoft DefenderMicrosoft SentinelEntra ID ProtectionNessusKnowBe4HuntressPowerShellDMARC/DKIM/SPF toolsIT Glue

Network & Infrastructure Engineer

IT & Security

$80,000–$100,000 + mileage + OT

Calgary · HybridFull-time / Part-time2–3 days per week on client sites for hands-on network work. Remaining days remote for design, documentation, and monitoring. After-hours work occasionally required for cutovers.

Design and deploy network infrastructure for SMB clients ranging from 10-seat offices to 200-person multi-site operations. You will own firewalls, switches, VLANs, Wi-Fi, VPNs, site-to-site connectivity, SD-WAN, and the more complex network engineering work that separates a professional MSP from basic break-fix. This role matters fast once Hero IT onboards larger clients — you are the person who makes their network reliable, secure, and scalable.

Key responsibilities

  • Design network architectures for new client onboardings: VLANs, subnetting, wireless coverage, WAN connectivity, and security zones
  • Configure and manage firewalls (Fortinet, SonicWall, Meraki) including rules, NAT, VPN tunnels, and SD-WAN policies
  • Deploy and optimize enterprise wireless networks using Ubiquiti UniFi, Meraki, or Aruba access points
Fortinet FortiGateSonicWallMerakiUbiquiti UniFiWiresharkAuvikPRTGNessusVisio/Draw.ioIT Glue

RMM / Automation / NOC Specialist

IT & Security

$70,000–$90,000

Calgary · Remote-friendlyFull-time / Part-timePrimarily remote — this role is about systems, not site visits. Weekly sync with the service desk lead. Occasional in-office collaboration for major platform changes.

Once tickets start piling up, you need someone focused on the systems that prevent tickets in the first place. You will own the RMM platform, write scripts for automated remediation, tune monitoring alerts so technicians aren’t drowning in noise, enforce patching and compliance standards, and continuously improve the operational efficiency that lets Hero IT scale without proportional headcount growth. This is the behind-the-scenes role that makes everything else work better.

Key responsibilities

  • Manage and optimize the RMM platform (Datto/NinjaRMM/ConnectWise Automate) across all managed client endpoints
  • Write PowerShell and Python scripts for automated remediation: disk cleanup, service restarts, certificate renewals, account lockout resolution
  • Configure and tune monitoring alerts to reduce false positives while catching real issues before clients notice them
Datto RMMConnectWise AutomateNinjaRMMPowerShellPythonMicrosoft Graph APISNMPWindows ServerIntuneIT Glue

Backup / BCDR / Cloud Engineer

IT & Security

$78,000–$98,000

Calgary · HybridFull-time / Part-time2–3 days remote for monitoring and management, 2–3 days in office or at client sites for appliance deployments and physical infrastructure work.

You own backup deployments, restore testing, disaster recovery planning, and cloud workload protection for Hero IT’s entire managed client base. Every client trusts us to protect their data — and you are the person who makes sure that trust is justified. You will manage Datto/Veeam/Acronis environments, run quarterly restore tests, deploy SaaS backup for Microsoft 365 and Google Workspace, and be the person everyone calls when data needs to be recovered. This role is directly tied to recurring revenue and client retention.

Key responsibilities

  • Design, deploy, and manage backup solutions for SMB clients: on-premises NAS, cloud backup, image-based BCDR appliances, and SaaS backup
  • Perform quarterly backup restore tests for all managed clients and document results with pass/fail reports
  • Develop and maintain disaster recovery plans for each client, including RPO/RTO targets and communication procedures
Datto BCDRDatto SaaS ProtectionVeeamAcronisAzure Blob StorageHyper-VMicrosoft 365Synology NASIT GlueConnectWise Manage

VoIP / Communications Technician

Communications

$58,000–$75,000 + mileage + OT

Calgary · HybridFull-time / Part-timeMostly on-site at client locations (3–4 days per week). Installations and cutovers may occasionally require early morning or evening work. Remote admin days for configuration and documentation.

Install, configure, and support business phone systems for Calgary companies that depend on reliable voice communications. You will handle everything from initial site surveys to SIP trunk provisioning to training receptionists on their new handsets. This is the hands-on entry point into Hero IT’s communications practice — you will get direct exposure to every aspect of business phone deployment and support.

Key responsibilities

  • Install and configure VoIP phone systems (desk phones, softphones, call routing) at client locations across Calgary
  • Provision SIP trunks, configure auto-attendants, call queues, ring groups, and voicemail-to-email
  • Troubleshoot call quality issues including jitter, latency, packet loss, one-way audio, and registration failures
3CXFreePBXYealinkGrandstreamPolySIPMicrosoft Teams PhoneTwilioUbiquitiPoE switches

VoIP / Collaboration Engineer

Communications

$72,000–$95,000 + mileage + OT

Calgary · HybridFull-time / Part-time2–3 days on-site for deployments and client meetings, 2–3 days remote for design and configuration work. Cutovers occasionally require evening or weekend hours.

Senior to the VoIP Technician, you design communication architectures for complex multi-site phone deployments, integrate Microsoft Teams Phone and Zoom Phone with existing business systems, manage telecom carrier and SIP provider relationships, and solve the problems that go beyond basic handset configuration. SMBs increasingly need unified communications — you bridge traditional telephony with modern collaboration platforms to give clients a seamless experience.

Key responsibilities

  • Design communication architectures for multi-site clients: call flows, failover routing, SIP trunk sizing, and number planning
  • Deploy and configure Microsoft Teams Phone: calling plans, operator connect, direct routing, auto-attendants, and call queues
  • Manage relationships with SIP providers and telecom carriers: pricing negotiations, trunk provisioning, number porting, and escalations
Microsoft Teams Phone3CXFreePBXAsteriskSIP/RTPTwilioPoly Room SystemsYealinkAudiocodesPower Automate

Web Designer / Developer

Web & Digital

$70,000–$90,000

Calgary · Remote-friendlyFull-time / Part-timeFully remote with optional access to our Calgary office. Weekly design review over video call. Client meetings are typically virtual but occasionally in person.

Build fast, accessible websites for Calgary businesses across dozens of industries. You will work directly with business owners to turn their goals into clean, conversion-focused sites using Next.js, React, Tailwind CSS, and WordPress — depending on what fits the client. At Hero IT, web projects are not assembly-line template jobs; you will design, build, and launch complete websites from concept to go-live, often within 4–6 weeks, and see your work generating real leads for real local businesses.

Key responsibilities

  • Design and develop responsive websites from concept to launch, primarily using Next.js and Tailwind CSS
  • Build and customize WordPress sites for clients who need self-serve content editing capabilities
  • Collaborate with clients to gather requirements, present mockups, iterate based on feedback, and manage expectations
Next.jsReactTypeScriptTailwind CSSWordPressFigmaVercelGitHubGoogle Analytics 4Framer Motion

Digital Marketing Specialist

Web & Digital

$60,000–$78,000 + performance bonus

Calgary · Remote-friendlyFull-time / Part-timePrimarily remote. Monthly in-person strategy sessions with the team. Occasional client site visits for photo shoots or GBP content creation.

Drive measurable traffic and leads for Calgary businesses through local SEO, Google Ads, and Google Business Profile optimization. You will manage campaigns across multiple industries and report directly to business owners who care about phone calls and booked jobs, not vanity metrics. At Hero IT, marketing performance is measured in leads generated and revenue influenced — not impressions, likes, or followers.

Key responsibilities

  • Manage and optimize Google Ads campaigns (Search, Local Services, Performance Max) across 15–25 client accounts
  • Execute local SEO strategies including Google Business Profile optimization, citation building, review generation, and local link acquisition
  • Produce monthly performance reports that connect marketing spend to actual leads, calls, and revenue — not vanity metrics
Google AdsGoogle Analytics 4Google Search ConsoleSemrushGoHighLevelCanvaGoogle Business ProfileLooker StudioGoogle Tag ManagerCallRail

Web / Digital Technical Specialist

Web & Digital

$65,000–$85,000

Calgary · Remote-friendlyFull-time / Part-timePrimarily remote. Weekly sync with both the web and marketing teams. Occasional in-person client meetings or on-site photo/content sessions.

The technical marketing/web crossover role. You sit between the web development team and the digital marketing team, handling the work that requires both skill sets: Google Business Profile setup and management, online booking system configuration, analytics implementation, SEO change deployment on live sites, and the technical plumbing behind digital marketing campaigns. If you can write code and understand marketing strategy, this role lets you do both.

Key responsibilities

  • Set up and manage Google Business Profiles for clients: categories, attributes, posts, Q&A, photos, and review response workflows
  • Configure online booking systems (Calendly, Acuity, Booksy, or custom solutions) and integrate them with client websites
  • Implement analytics and tracking: Google Analytics 4, Google Tag Manager, conversion events, and custom dashboards
Google Analytics 4Google Tag ManagerGoogle Business ProfileGoogle Search ConsoleWordPressNext.jsHubSpotGoHighLevelCalendlyCanva

AI & Automation Specialist

AI & Automation

$72,000–$95,000

Calgary · Remote-friendlyFull-time / Part-timePrimarily remote. Occasional in-person workshops with clients to map their business processes. Weekly team sync over video call.

Build chatbots, automate workflows, and integrate CRM systems for Calgary businesses that want to do more with less manual effort. You will work across industries to identify repetitive tasks and replace them with reliable automations that save hours every week. At Hero IT, automation isn’t theoretical — you will ship real integrations for real businesses and see the impact immediately: fewer missed leads, faster follow-up, less data entry, and happier clients.

Key responsibilities

  • Design and deploy AI chatbots for client websites that handle common inquiries, qualify leads, and book appointments
  • Build workflow automations using Make (Integromat), Zapier, Power Automate, or n8n to connect business tools
  • Configure and customize CRM platforms (GoHighLevel, HubSpot) including pipelines, automations, reporting, and integrations
Make (Integromat)ZapierGoHighLevelOpenAI APIPythonPower AutomateBotpressTwilion8nAirtable

Client Success Manager

Operations

$70,000–$90,000 + variable comp

Calgary · HybridFull-time / Part-timeSplit between our Calgary office, client sites, and home. Expect 2–3 in-person client meetings per week. The rest of your time is flexible.

Own the ongoing relationship with 40–60 Calgary businesses that trust Hero IT to keep their technology running. You will run quarterly business reviews, identify expansion opportunities, resolve escalations, coordinate across technical teams, and ensure every client feels like they are our only client. This is not a passive account management role — you will proactively surface problems, recommend solutions, and drive measurable improvements in client satisfaction and retention.

Key responsibilities

  • Manage a portfolio of 40–60 managed services clients, serving as their primary non-technical point of contact
  • Conduct quarterly business reviews (QBRs) presenting ticket trends, project status, upcoming technology needs, and strategic recommendations
  • Identify opportunities to expand services: new locations, additional users, security upgrades, web projects, phone systems
ConnectWise ManageHubSpotGoogle WorkspaceLooker StudioMicrosoft TeamsCalendlyPowerPoint/Google SlidesExcel/Sheets

Solutions Architect / Senior Consultant

Operations

$90,000–$120,000 + variable comp

Calgary · HybridFull-time / Part-timeSplit between client sites (2–3 days per week for assessments and presentations), the Calgary office, and remote work. This role is highly client-facing.

The most senior client-facing technical role at Hero IT — equal parts consultant, architect, and trusted advisor. You scope client environments, conduct technology assessments, create multi-year roadmaps, design solutions that span IT/security/web/communications, quote projects properly, and bridge the gap between sales and delivery. Once Hero IT has enough clients and enough complexity, this is the person who ensures every engagement starts with the right plan and the right expectations. vCIO-style strategic work for business owners who need a technology partner, not just a vendor.

Key responsibilities

  • Conduct comprehensive technology assessments for prospective and existing clients: infrastructure, security, communications, web presence, and workflow efficiency
  • Design multi-year technology roadmaps that align with client business goals, budgets, and growth plans
  • Scope and quote projects accurately: break down complex engagements into phases, estimate labor, and set realistic timelines
Microsoft 365FortinetConnectWise ManageIT GlueVisio/Draw.ioPowerPointExcelHubSpotLucidchartAzure

Summer IT Intern

IT & Security

$20–$24/hour

Calgary · On-siteInternshipOn-site at our Calgary office Monday–Friday. Occasional client site visits with a senior technician. Standard business hours with no on-call expectations.

Get real-world IT experience by working alongside our support team for the summer. You will handle help desk tickets, build internal documentation, shadow engineers on client projects, and assist with device deployments — this is hands-on work for actual businesses, not filing or coffee runs. Every intern gets a dedicated mentor, weekly one-on-ones, and a capstone project to present at the end of the summer.

Key responsibilities

  • Assist with Tier 1 support tickets including password resets, software installations, M365 user management, and basic troubleshooting
  • Create and update knowledge base articles based on common issues you encounter during support work
  • Shadow senior technicians on client site visits, network installations, and phone deployments
Microsoft 365Windows 10/11ConnectWise ManageActive DirectoryTeamsSharePointDatto RMMIT Glue

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