Territory Account Executive (Fintech)

Location: Remote Toronto, Ontario, Canada; field-based role requiring candidates to live in the market served, spend approximately 80% of the week in the field, and have reliable transportation.

Salary: $95,952–$143,928 CAD annually, depending on location, skills, experience, qualifications, and market conditions.

Company

hirify.global builds technology that increases access to the global economy through brands including Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.

What you will do

• Drive in-person execution across the Toronto territory through approximately 50–60 targeted business visits per week.
• Own the full-cycle, self-sourced sales process from lead generation and needs discovery through product demonstrations and closing across Square’s software and hardware ecosystem.
• Build trusted relationships with local sellers, support onboarding, and develop referral opportunities.
• Create a high-velocity pipeline through door-to-door outreach, community engagement, events, networking, and channel partnerships.
• Develop expertise in restaurants, retail, and services businesses and position the appropriate Square solutions through consultative and competitive selling.
• Maintain Salesforce activity and pipeline discipline, forecast accurately, measure performance, and exceed quota.

Requirements

• 3+ years of sales experience in a full-cycle closing role, including field sales experience.
• Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals.
• Ability to drive deals independently in a fast-paced, dynamic environment.
• Business development experience, including hunting and cold calling.
• Reliable transportation and residence in the market being served.
• Collaborative, team-oriented mentality.
• Prior Salesforce experience or equivalent.

Nice to have

• 2+ years of payment processing or related technology experience, such as payroll, loyalty, or time management.
• 1+ year of relevant audience experience working in or selling to restaurants, retailers, or service-based businesses.

Culture & Benefits

• High-accountability, high-performance environment with high standards.
• Remote work and flexible time off.
• Medical insurance, retirement savings plans, and modern family planning benefits.
• AI tools may be used in the hiring process in accordance with local regulations and privacy requirements.
• Candidates may submit up to 9 active applications within a 60-day period; reapplications to the same role are accepted 90 days after a previous application has been reviewed.