Augmentt helps Managed Service Providers (MSPs) secure and manage their clients’ Microsoft 365 environments. We’re looking for someone who knows M365 security cold, enjoys teaching it, and wants to use AI to go faster and reach further than the job has ever allowed before.
This is a senior, hands-on role. You’ll resolve the hardest technical problems, lead partners through deployments, and become the person MSPs turn to for Microsoft 365 security advice — including on camera, in webinars, and in the knowledge we publish. If you’ve been the most technical person in the room and want a place that will put that expertise in front of a real audience, read on.
This role works
noon to 8:00 PM EST, which gives our partners in Australia and APAC live, senior coverage during their business day. Depending on where you are, that may line up neatly with standard hours — it’s a 9:00 to 5:00 day on the West Coast, for example. We’re telling you up front so there are no surprises.
We’re building Augmentt as an AI-forward company, and we mean it as more than a line on a careers page. We expect the people here to use AI every day — to resolve tickets faster, draft and test deployment scripts, query our systems, and turn what’s in their head into knowledge base articles, guides, and product improvements.
The people who lean into AI here are the ones who grow the fastest, because they spend less time on the repetitive parts of support and more on the high-value work: advising partners, shaping the product, and building their profile in the MSP community. In return, you get the tools, the runway, and the encouragement to figure out how AI changes this job — and to help us figure it out for everyone else, too.
- Resolving Augmentt’s most complex technical issues end to end, partnering with Engineering when a problem needs to go deeper.
- Leading partner onboarding and deployments — not just “does it work,” but “are they set up the right way” using M365 security best practices.
- Being the trusted security advisor MSPs come to: helping them secure their SMB clients with sensible, defensible recommendations (least privilege, MFA, Zero Trust, Conditional Access, and the rest).
- Sharing what you know in public — webinars, recorded walkthroughs, live partner sessions, and knowledge base content. We want a troubleshooter and a teacher.
Raising the whole team’s game: feeding fixes and patterns back into the KB, and coaching L1/L2 so issues get solved once and stay solved.
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So we’re aligned on outcomes, not just activity:
- In 90 days: you’re independently resolving L3 escalations, running partner deployments, and have published your first KB articles.
- In 6 months: partners are asking for you by name for security guidance, and you’ve delivered or co-hosted a webinar or partner session.
- In a year: you’re a recognized M365 security voice for our partner base, you’ve measurably sped up your own resolution times with AI, and your knowledge is built into the product and the KB — not locked in your head.
- Provide advanced technical support over chat, email, video, and phone during AU/APAC-friendly hours.
- Diagnose root cause from logs, system data, and queries — you don’t stop at the symptom.
- Work with our integrated partners and tools: log Microsoft support cases and navigate Partner Center / GDAP.
- Guide partners through rollout and configuration, with best-practice recommendations along the way.
- Create and improve knowledge base content, internal runbooks, and process improvements — increasingly with AI in the loop.
Present and teach: webinars, partner enablement sessions, and short video walkthroughs.
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- A genuine M365 security expert — someone who could walk into any SMB today and give sound, practical security recommendations.
- An analytical troubleshooter who gets a kick out of hard problems. Scripts and manuals are a starting point, not the job.
- Comfortable on camera and in front of an audience. You like sharing knowledge and you don’t freeze when the webcam light comes on.
- Curious about AI and eager to use it to do more, better, faster — not threatened by it.
- A clear communicator who can explain a complex fix to a partner without making them feel small.
Self-motivated and reliable in a remote environment.
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Must have
- Strong, current Microsoft 365 security and administration experience — enough to advise others, not just operate.
- Hands-on understanding of security best practices (least privilege, MFA, Zero Trust, Conditional Access, Intune, Defender, SharePoint, Purview) and the judgment to apply them to real SMB use cases.
- Comfort running M365 Graph queries and M365 PowerShell for investigation and troubleshooting (modules, scripting patterns, common gotchas).
- Solid cloud fundamentals, including working with APIs.
- Web app troubleshooting using browser developer tools.
- Confidence presenting and teaching — to partners, on webinars, or both.
Nice to have
- Experience supporting MSPs and working with multi-tenant platforms (you can pick up Augmentt quickly — the M365 depth is what matters most).
- SQL / Elasticsearch / Kibana for querying application data while troubleshooting.
- Microsoft Partner Center and GDAP relationship experience.
Familiarity with compliance frameworks: SOC 2, GDPR, NIST CSF 2.0, and CIS for M365.
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You won’t be asked to “use AI” in the abstract. You’ll have real tools and the freedom to apply them to your actual work — summarizing tickets, drafting scripts, researching Microsoft changes, and generating first drafts of documentation. We’re early enough that the people who join now help define how AI is used across support and implementation. That’s a career opportunity, not a side project.
- Compensation: $75,000–$100,000 CAD plus benefits.
- Comprehensive health, dental, and medical benefits.
- Fully remote within Canada.
- Real growth: leaning into AI and teaching others is how you move up here, not a nice-to-have.
A small, capable team of technologists who like solving problems and helping MSPs win.
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Founded in 2020 and based in Ottawa, Augmentt gives MSPs a smarter way to manage the complexity created by the explosion of SaaS. Our platform makes Microsoft 365 and SaaS management easier and more profitable, and gives our partners the framework to become world-class MSPs. Learn more at www.augmentt.com.
Send us your resume — and then do what the best people in this role already do: show us something. A short video explaining a tricky M365 security concept, a recorded walkthrough, an article you’ve written, a webinar clip — anything that proves you can teach and you’re not camera shy. A standard cover letter is fine. Being different is better.
