SMB Account Executive, Canada

Block
Toronto
Workplace: RemoteFull timeCAD 120,000 - 150,000 annuallyFunction: SalesExperience: 5+ yearsEducation: bachelorsSkills: ["Hunter mindset","Communication","Negotiation","Presentation","Consultative selling"]

Drive Square’s outbound growth for mid-market merchants by owning the full sales cycle from prospecting through close. Build and manage a high-quality pipeline using cold outreach, social selling, and targeted campaigns, and deliver multi-product solutions tailored to each merchant’s needs. Run discovery, demos, and negotiations across multi-stakeholder deals, maintain accurate forecasting in Salesforce, and consistently exceed monthly and quarterly revenue targets.

Loading

Loading job details...

Preparing the role view and application actions.

FursaFursa
Block
Block
1 day ago

SMB Account Executive, Canada

✓ Verified Job

Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 17 hours agoStatus: Live
Reposted: similar role first listed 1 month ago

Job Summary

Drive Square’s outbound growth for mid-market merchants by owning the full sales cycle from prospecting through close. Build and manage a high-quality pipeline using cold outreach, social selling, and targeted campaigns, and deliver multi-product solutions tailored to each merchant’s needs. Run discovery, demos, and negotiations across multi-stakeholder deals, maintain accurate forecasting in Salesforce, and consistently exceed monthly and quarterly revenue targets.
Location: Toronto
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Mid level

Key Responsibilities

  • •Own the full outbound sales cycle from prospecting to negotiation to close with mid-market merchants.
  • •Build and manage a high-quality pipeline using cold outreach, social selling, targeted campaigns, and creative outbound strategies.
  • •Develop multi-product solutions across Square’s ecosystem and tailor them to each merchant’s needs.
  • •Conduct high-impact discovery, demos, and negotiations across multi-stakeholder deals.
  • •Maintain disciplined pipeline management and forecasting accuracy in Salesforce while consistently hitting revenue goals.

Pay and Benefits

Salary: CAD 120,000 - 150,000 annually
Perks:Remote WorkHealth InsuranceRetirement SavingsFamily Planning

Key Requirements

  • •5+ years of full-cycle B2B sales experience with consistent quota achievement.
  • •Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred).
  • •Experience closing complex, multi-threaded deals with longer sales cycles.
  • •Ability to build pipeline from scratch using targeted, strategic outreach.
  • •Advanced proficiency with Salesforce and modern sales tools; BA/BS degree or equivalent experience.
Experience:5+ yearsSaaSFintech
Education:Bachelor's
Skills:Hunter mindsetCommunicationNegotiationPresentationConsultative selling
Tech Stack:Salesforce

Company Brief

Block
Builds financial services and commerce tools to empower businesses and individuals, operating products such as Square, Cash App, Spiral (Bitcoin initiatives), TIDAL, and developer-focused payment and banking solutions.
Industry: Fintech Infrastructure
Company Size: Enterprise (1,001+ employees)
Revenue: USD 1B+
Growth: Public Company
Valuation: Public Company (Market Cap in USD)
Funding: IPO / Publicly Listed
Headquarters: San Francisco, United States
Founded: 2009
WebsiteLinkedIn