Curated remote opportunities

Remote Account Executive (Mid-Market / Enterprise) Jobs in Canada 2026

37 remote jobs open to candidates in Canada in Account Executive (Mid-Market / Enterprise). Updated daily.

Alice
GenAI AI Sales +12 Communication Microsoft Teams Research LLMs Leadership Strategic Thinking Forecasting Reporting Machine Learning SaaS Stakeholder Management Red Teaming
  • Remote (Global)
  • $250,000 – $300,000/yr
  • Aug 4, 2026

Alice partners with the world’s leading AI labs and GenAI-native companies to help them build safer, more trustworthy models. We’re looking for an Account Executive to lead new customer acquisition and expansion into net new accounts across our GenAI Safety Services portfolio.

Stripe
Sales Infrastructure Payments +12 Engineering Marketing Microsoft Teams Strategic Thinking Negotiation Positioning Economics Compliance Segmentation Go Fintech Cross-Functional Collaboration
  • Remote (Global)
  • $262,900 – $394,300/yr
  • Jun 18, 2026

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities.

Clipboard Health
Healthcare Sales Outreach +12 Prospecting Microsoft Excel Onboarding Negotiation Organized English Writing Communication Product Management Make ROOT Education
  • Remote (Global)
  • $12,000 – $15,600/yr
  • May 19, 2026

Our mission is to uplift as many communities as possible. We do this through our app-based marketplace that connects healthcare professionals with the workplaces that need amazing workers.

Rollstack
Analytics Reporting Leadership +12 Tableau Business Intelligence Looker Microsoft Excel SaaS Communication Operations Automation Sales Management Consulting Finance
  • United States, Canada
  • May 12, 2026

At Rollstack, we are redefining how organizations communicate data. Companies invest millions into dashboards and analytics platforms, yet the most important decisions still happen through slide decks, documents, and executive reporting workflows.

Cloudflare
AI Cloudflare Culture +12 Make Sales Operations Infrastructure Microsoft Teams Network Fundamentals SaaS Engineering Communication Journalism Authorization Account Executive
  • Remote (Global)
  • May 5, 2026

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies.

Cloudflare
Cloudflare Culture AI +12 Make Sales Operations Architecture Forecasting Management Education Microsoft Teams Positioning Leadership Precision Accuracy
  • Canada (CA: ON)
  • Apr 21, 2026

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies.

Zapier
AI Zapier Automation +12 Make ChatGPT Claude Gemini Sales Prospecting Outreach Communication SaaS Cross-Functional Collaboration Collaboration APIs
  • United States, Canada (US: CA)
  • $140,000 – $230,000/yr
  • Apr 9, 2026

At Zapier, we build and use automation every day to make work more efficient, creative, and human. So if you’re using AI tools while applying here - that’s great! We just ask that you use them responsibly and transparently.

Sanity
AI Operations Microsoft Teams +12 Figma Sales Management Communication Acting SaaS Salesforce Outreach Looker Flexible Shopify Vercel
  • United States, Canada (US: GA)
  • Apr 7, 2026

At Sanity.io, we’re building the future of AI powered Content Operations. Our AI Content Operating System gives teams the freedom to model, create and automate content the way their business works.

Canonical
Sales Microsoft Teams Linux +12 Ubuntu AI Infrastructure Databases Observability Analytics Compliance Make Consulting Training Leadership Dynamics
  • Remote (Global)
  • Mar 31, 2026

This is a general track role, hiring for opportunities across all levels of seniority in our Sales Teams. Apply here if you believe you possess outstanding revenue generating experience from the Technology industry.

Linear
Linear Microsoft Teams AI +11 Sales Collaboration SaaS Flexible Communication Workday Make Recruiting Account Executive Product Development Verbal communication
  • United States, North America
  • $191k – $215k/yr
  • Nov 14, 2025

At Linear, we're building the product development system for teams and agents. AI is fundamentally changing how software gets built, and we’re shaping the tools this new era requires.

Motion
Marketing Microsoft Teams Analytics +12 AI Valuation Make Sales E-Commerce Strategic Thinking Acting Combine Communication Adaptability Culture Philosophy
  • Canada
  • From CA$88k/yr
  • Jul 4, 2025

📣 We hosted a hiring event on August 28th, where our team spoke about what a day in the life of an AE at Motion is really like, plus they did a Q&A! You can watch this 30 minute video HERE to get a ton of insights!

Drivetrain
Make Planning Decision Making +12 Culture Strategic Thinking Engineering Microsoft Teams Sales Marketing Messaging Prospecting Salesforce Management CRO Forecasting
  • Europe, Canada, United States
  • Jan 22, 2025

Drivetrain is on a mission to empower businesses to make better decisions. Our financial planning & decision-making platform helps companies scale and achieve their targets predictably. Drivetrain is a remote-first company headquartered in the San Francisco Bay Area.

View Details

Stay in the loop.

One email per week, 5 hand-picked roles.