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Guidepoint

Technical Operations Engineer

Guidepoint · Toronto, Ontario, Canada

Posted about 2 months ago · $105,000 to $145,000

or apply directly on Guidepoint's site. We never take the application ourselves.

Is this posting real?

This role has been open
52 days
Guidepoint's roles stay open a median of 56 days
Reposted
No
Salary listed
Yes
19% of Guidepoint's roles list one
Ghost-job risk at Guidepoint
high
84 stale, 3 reposted of 123 open
Hiring momentum
168 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-09-28

Measured from postings appearing on and disappearing from Guidepoint's own greenhouse board since 2026-08-03. Full hiring picture for Guidepoint.

About this role

As a Technical Operations Engineer at Qsight, you will manage SaaS platform operations and provide tier-2 support for client-facing systems. Your responsibilities include troubleshooting technical issues, automating processes, maintaining vendor licenses, and collaborating with various teams to enhance system reliability. This role also allows for growth into site reliability engineering and deeper automation work.

Our read on this posting3.4out of 5
benefits
3/5
freshness
1/5
career value
4/5
role clarity
4/5
pay transparency
5/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Guidepoint as an employer.

What you need

  • Bachelor’s degree in computer science or equivalent
  • 4+ years of hands-on operational experience – configuring, supporting, and administering critical business SaaS tools
  • Strong expertise with scripting and automation
  • Proficiency with Python and SQL
  • Proficient with AI tools (e.g. Claude, ChatGPT, Copilot) for scripting, documentation, and troubleshooting workflows
  • Experience with creating and executing runbooks

Nice to have

  • Interest in site reliability engineering, infrastructure-as-code, or systems programming
  • Experience with incident management
  • Technical project management skills

What you get

  • The annual base salary range for this position is CA$105,000 to $145,000
  • Eligible for an annual discretionary bonus based on performance
  • Paid time off
  • Comprehensive benefits plan
  • Company RRSP match
  • Development opportunities through the LinkedIn Learning platform

Worth weighing

  • Hybrid position may require some extended availability until 8 pm ET as part of an on-call rotation/coverage plan
  • Role involves multiple responsibilities which may lead to a varied workload
  • Focus on automation and reliability engineering may require ongoing learning and adaptation

Summarised from Guidepoint's posting. Read the full original.

Listed by Guidepoint on their greenhouse job board, last confirmed open on 2026-09-28. PitchMeAI is not the employer.

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