About Orchestry
Orchestry is a rapidly growing SaaS company in the Microsoft 365 ecosystem, helping organizations simplify, govern, and automate their digital workplace. Our platform empowers teams through intuitive governance, lifecycle management, provisioning, automation, and reporting, reducing complexity while increasing adoption and control. We’re a remote-first team built on curiosity, kindness, and getting sh*t done. If you love solving real customer problems with smart technical solutions, you’ll fit right in.
About the Role
Orchestry is on a mission to simplify governance and reduce manual work in Microsoft 365. We’re growing fast and building a scalable revenue engine to match our product momentum.
We’re hiring a GTM Sales Engineer to help design, build, and execute the systems that power our outbound and pipeline generation motion. We are looking for a person who is obsessed with understanding our customers, understanding their issues, and creating repeatable tooling to drive pipeline.
This role sits at the intersection of Sales, Marketing, and Systems; helping us generate pipeline, run outbound programs, and scale the tooling and automation behind our go-to-market motion. You’ll work alongside the Head of Sales and Account Executives to create repeatable outbound motions, tighten our data and targeting, and run campaigns end-to-end using modern GTM tools (Clay, HubSpot, Instantly, LinkedIn, etc.). You’ll also use AI aggressively to move faster, automate work, and experiment intelligently.
This is not a traditional Sales Engineer role focused on demos and technical discovery, and it’s not a pure SDR role either. It is a hands-on builder role for someone who understands modern outbound deeply, can operationalize tools like Clay and HubSpot at scale, and wants to directly influence company growth.
What You'll Be Doing
Pipeline Generation & Outbound Execution
- Build and launch multi-channel outbound campaigns across email, LinkedIn and other formats using tools like Instantly, HeyReach, Clay and Claude Code.
- Partner with Sales to identify ICP segments, priority accounts, and messaging strategies that drive qualified pipeline.
- Continuously test subject lines, sequencing logic, personalization depth, and channel mix to improve conversion rates.
- Manage outbound deliverability fundamentals including domain setup, inbox rotation, and sender reputation
GTM Systems & Automation
- Design and maintain scalable enrichment and targeting workflows in Clay (or other tools), including waterfall enrichment, integrations, routing logic, and structured table architecture.
- Own data flow into HubSpot, ensuring accurate contact enrichment, lifecycle stage management, segmentation, and campaign attribution.
- Integrate and optimize tooling across the GTM stack to eliminate manual work and reduce operational friction.
- Leverage AI tools (ChatGPT, Claude, GPT workflows) to automate research, personalization, and repetitive outbound tasks while maintaining quality.
Research, Targeting & Data Quality
- Build high-fit account and contact lists aligned to our ICP using structured targeting and enrichment workflows.
- Improve CRM hygiene and data reliability to ensure Sales is working from clean, actionable intelligence.
- Develop repeatable “list → enrich → sequence → measure → optimize” workflows that scale.
Cross-Functional Alignment & Reporting
- Collaborate with Sales, Marketing, and leadership to align campaigns with revenue targets.
- Track campaign performance inside HubSpot and related tools; identify performance bottlenecks and iterate quickly.
- Document processes and playbooks so outbound systems become repeatable and scalable across the team.
Required Skills & Competencies
- 4+ years in a growth, outbound, RevOps, GTM, sales operations, or analytical role in a SaaS environment.
- Strong hands-on expertise with modern outbound tools that could include Clay, Claude Code, Instantly, HeyReach, Apollo and others.
- Deep understanding of modern outbound infrastructure including sequencing tools, deliverability best practices, inbox strategy, and LinkedIn automation.
- Experience working in HubSpot with segmentation, lifecycle stages, and reporting.
- Strong written communication skills with the ability to craft compelling outbound messaging.
- Highly organized and execution-focused, with the ability to run multiple campaigns simultaneously.
- Strong ownership mindset, you thrive in ambiguity and operate independently.
Preferred Qualifications
- Experience targeting IT, Security, or Microsoft 365 personas.
- Familiarity with Microsoft 365 (SharePoint, Teams, Entra ID, Purview, Power Platform) and the governance / admin landscape.
- Experience at an early-stage or high-growth B2B SaaS company.
- Prior customer-facing or sales experience.
- Familiarity with light scripting, APIs, or automation tools (Zapier, Make, n8n).
- Experience using AI tools to meaningfully accelerate GTM workflows.
- Bachelor’s degree (or equivalent experience).
Why You’ll Love Working Here
- OTE between $110K-$140K (CAD)
- Remote-first work options and flexible scheduling to support work-life balance
- Comprehensive benefits package, including healthcare
- Employee Stock Option Plan
- Collaborative and inclusive team culture
