B2B Payments Account Executive

Antler Co; Toronto; On-site; CAD 90,000 - 120,000; Full time

Job summary

Chexy is seeking an Account Executive in Toronto to scale our B2B sales. You will own the full sales cycle, from discovery to close, and build pipeline via cold calls, emails, and referrals.

You’ll prospect into high-potential businesses, run product demos, handle objections, and drive revenue growth with urgency. We value outbound-focused, quota-driven professionals who can sell to founders and finance teams, collaborate with BDRs, and continuously refine our messaging.

Qualifications

• 2–4 years of B2B sales, AE or full-cycle experience.

Responsibilities

• Own the full sales cycle from prospecting and first conversation through close.
• Build your own pipeline through cold calling, email, LinkedIn, referrals, and other outbound channels.
• Run focused discovery calls and product demos.
• Understand how prospects pay suppliers, taxes, payroll, rent, and other major expenses and identify where Chexy creates value.
• Manage a high volume of active opportunities with strong follow-up and clear next steps.
• Handle objections, negotiate, and move deals forward with urgency.
• Work closely with BDRs to improve targeting, qualification, handoffs, and conversion.
• Test new industries, personas, messaging, and outbound approaches.
• Track patterns across objections, deal velocity, win/loss reasons, and customer needs.
• Bring market feedback back to Growth and Product to help improve how we sell and what we build.

Skills

B2B sales

Outbound selling

Full-cycle sales

Cold calling

Cold emailing

Discovery

Objection handling

Closing deals

CRM proficiency

Target achievement

Tools

CRM software

Sales tools

Job description

Chexy is seeking an Account Executive in Toronto to scale our B2B sales. You will own the full sales cycle, from discovery to close, and build pipeline via cold calls, emails, and referrals.

You’ll prospect into high-potential businesses, run product demos, handle objections, and drive revenue growth with urgency. We value outbound-focused, quota-driven professionals who can sell to founders and finance teams, collaborate with BDRs, and continuously refine our messaging.