Business Development Representative

League
Toronto
Workplace: OnsiteFull timeCAD 55,000 - 65,000 annuallyFunction: Business Development & PartnershipsExperience: 2-4 yearsSkills: ["Written communication","Enterprise account research","Executive engagement","Curiosity","Data responsibility"]

Prospect into assigned enterprise accounts as the first point of contact for League, researching each organization’s real challenges and mapping League’s value proposition to earn discovery meetings. Build and deploy agentic outreach sequences across email, LinkedIn, and direct calls using League’s technology stack. After first meetings, help co-develop qualification with Account Directors and keep Salesforce accurate, while supporting campaigns and refining AI workflows that improve outreach performance.

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FursaFursa
League
League
5 days ago

Business Development Representative

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Last checked: 10 hours agoStatus: Live

Job Summary

Prospect into assigned enterprise accounts as the first point of contact for League, researching each organization’s real challenges and mapping League’s value proposition to earn discovery meetings. Build and deploy agentic outreach sequences across email, LinkedIn, and direct calls using League’s technology stack. After first meetings, help co-develop qualification with Account Directors and keep Salesforce accurate, while supporting campaigns and refining AI workflows that improve outreach performance.
Location: Toronto
Workplace: Onsite
Employment Type: Full time
Job Function: Business Development & Partnerships
Seniority: Mid level

Key Responsibilities

  • •Research accounts in your assigned book at the level of real business challenges, including roadmaps, leadership changes, public filings, and app store reviews.
  • •Build and deploy agentic outreach sequences across email, LinkedIn, and direct calls on League’s technology stack.
  • •Create discovery meetings and generate early-stage pipeline, providing Account Directors context for strong first calls.
  • •Advance and co-develop qualification after the first meeting alongside Account Directors until alignment with more senior Growth resources.
  • •Support marketing events, campaigns, and initiatives, and refine AI workflows, skills, and agents behind outreach.

Pay and Benefits

Salary: CAD 55,000 - 65,000 annually

Key Requirements

  • •2–4 years of outbound sales experience into large enterprises, ideally healthcare.
  • •Track record of reaching and engaging executive-level buyers.
  • •Experience with Claude or other AI-native tools and using AI responsibly in daily workflows.
  • •Strong written communication and familiarity with long, committee-driven enterprise sales cycles.
  • •Interest in healthcare and how it is changing, including experience working alongside senior sellers on account strategy.
Experience:2-4 yearsHealthcareEnterprise softwareAI-nativeOutbound sales
Skills:Written communicationEnterprise account researchExecutive engagementCuriosityData responsibility
Tech Stack:ClaudeSalesforceLinkedIn Sales NavigatorArtisanEmailLinkedIn

Company Brief

League
Provides a digital health and benefits platform that connects employers, employees, and healthcare providers to manage benefits, wellness, and virtual care through an integrated consumer-facing experience.
Industry: HealthTech
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Headquarters: Toronto, Canada
Founded: 2014
WebsiteLinkedIn