Senior Sales Account Executive (Fintech)

TL;DR

Senior Sales Account Executive (Fintech): Building and closing a pipeline of new SMB and mid-market merchants for Square's ecosystem with an accent on multi-product solutions and net-new logo acquisition. Focus on outbound prospecting, strategic deal execution, and consultative selling to address complex business challenges.

Location: Remote (Canada only)

Salary: $91,378–$137,097 CAD

Company

hirify.global builds technology to increase access to the global economy, offering commerce and financial services solutions through brands like Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto.

What you will do

• Own the full outbound sales cycle from prospecting to negotiation and close with SMB and mid-market merchants.
• Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative strategies.
• Develop multi-product solutions across Square's ecosystem and tailor them to each merchant's unique needs.
• Partner with Business Development on lead flow while independently driving net-new logo acquisition.
• Conduct high-impact discovery, demos, and negotiations across multi-stakeholder deals.
• Maintain disciplined pipeline management and forecasting accuracy in Salesforce.

Requirements

• 3+ 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 a pipeline from scratch using targeted, strategic outreach.
• Exceptional communication, presentation, and negotiation skills across various channels.
• Strong consultative selling skills to diagnose business challenges and map tailored solutions.
• Advanced proficiency with Salesforce and modern sales tools.

Culture & Benefits

• Empowering environment to do the best work of your career while building the life you want.
• Remote work opportunities.
• Medical insurance and flexible time off.
• Retirement savings plans and modern family planning benefits.
• Commitment to building a more inclusive economy and workplace.
• Consideration of qualified applicants with criminal histories on an individualized basis.