Senior Account Executive, Mid-Market

Block
Toronto
Workplace: RemoteFull timeCAD 116,064 - 174,096Function: SalesExperience: 5+ yearsEducation: bachelorsSkills: ["Hunter mindset","Communication","Presentation","Negotiation","Consultative selling","Independent work","Cross-functional collaboration"]

Own the full outbound sales cycle for Square’s Mid-Market team, building and closing net-new pipelines for mid-market merchants. Drive sophisticated multi-product deals from first touch to final close through prospecting, discovery, demos, and negotiation across multi-stakeholder sales. Partner with Business Development on lead flow while independently acquiring new logos, maintaining disciplined pipeline forecasting in Salesforce, and consistently exceeding monthly and quarterly revenue targets.

Loading

Loading job details...

Preparing the role view and application actions.

FursaFursa
Block
Block
16 hours ago

Senior Account Executive, Mid-Market

✓ Verified Job

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

Source: Company careers pageValidated by: Fursa AI
Last checked: 3 hours agoStatus: Live

Job Summary

Own the full outbound sales cycle for Square’s Mid-Market team, building and closing net-new pipelines for mid-market merchants. Drive sophisticated multi-product deals from first touch to final close through prospecting, discovery, demos, and negotiation across multi-stakeholder sales. Partner with Business Development on lead flow while independently acquiring new logos, maintaining disciplined pipeline forecasting in Salesforce, and consistently exceeding monthly and quarterly revenue targets.
Location: Toronto
Workplace: Remote
Employment Type: Full time
Job Function: Sales
Seniority: Mid level

Key Responsibilities

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

Pay and Benefits

Salary: CAD 116,064 - 174,096
Perks:Remote WorkHealth InsuranceFlexible TimeRetirement 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+ yearsB2B salesSaaSFintech
Education:Bachelor's
Skills:Hunter mindsetCommunicationPresentationNegotiationConsultative sellingIndependent workCross-functional collaboration
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