SMB Account Executive (Fintech)

Location: Canada; remote work is offered, with collaboration across multiple time zones and occasional work outside normal business hours.

Compensation: OTE of $120,000–$150,000 CAD; listed pay ranges are $84,168–$126,252 CAD for both Zone A and Zone B.

Company

hirify.global builds technology and financial services that help sellers and consumers participate in the global economy through products including Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.

What you will do

• Own the full outbound B2B sales cycle for mid-market merchants, from prospecting and discovery through negotiation and close.
• Build and manage pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies.
• Develop tailored multi-product solutions across Square’s commerce and financial services ecosystem.
• Conduct discovery sessions, product demonstrations, and negotiations across complex, multi-stakeholder deals.
• Partner with Business Development and collaborate with Product, Marketing, Implementation, and Operations.
• Manage pipeline discipline and forecasting in Salesforce while meeting monthly and quarterly revenue goals.

Requirements

• 5+ years of full-cycle B2B sales experience with consistent quota achievement.
• Proven outbound prospecting and net-new business development experience; SaaS or fintech experience is preferred.
• Experience closing complex, multi-threaded deals with longer sales cycles and building pipeline from scratch.
• Strong communication, presentation, negotiation, and consultative selling skills.
• Resilient, creative hunter mindset with the ability to work independently and contribute to a team environment.
• Advanced Salesforce and modern sales-tool proficiency, plus a BA/BS degree or equivalent experience.

Culture & Benefits

• Remote work in a globally distributed organization.
• Medical insurance and flexible time off.
• Retirement savings plans and modern family-planning benefits.
• Inclusive workplace and interview accommodations for disabled applicants.
• Automated AI tools may be used to evaluate applications in accordance with applicable regulations.

Hiring process

• Candidates may submit up to 9 active applications within a 60-day period.
• Reapplication to the same role is permitted 90 days after a previous application has been reviewed.