Jobs in Richmond Hill

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Within 25 km of Richmond Hill

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hireVouch

Account Executive - Fintech

Toronto, ON, Canada

Within 25 km of Richmond Hill · About 18.6 km from the city centre

Apply on hirevouch.catsone.com About employer

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Job details

Experience: 2–4 years of B2B sales experience, ideally in an AE or full-cycle sales role.
Posted: Nov 3, 2026

Original job description

About the role

We are looking for an ambitious Account Executive to help scale our B2B business.

This is a full cycle sales role for someone who is comfortable both creating pipeline and closing it.

You'll work qualified opportunities from discovery through close, while also prospecting into high-potential businesses, opening new conversations, and building your own pipeline when needed.

We are not looking for a traditional inbound-only AE.

We want someone who can cold call, cold email, run a sharp discovery, demo the product, handle objections, follow up with urgency, and close.

We want someone who likes hunting, selling, and winning and who takes ownership of the number rather than waiting for opportunities to appear.

What You'll Be Doing

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.

What We're Looking For

2–4 years of B2B sales experience, ideally in an AE or full-cycle sales role.
Strong outbound experience - you're comfortable generating your own opportunities, not just working inbound leads.
Proven experience running a full sales cycle from discovery through close.
Comfortable cold calling, cold emailing, and prospecting into new accounts.
Strong discovery, objection handling, and closing skills.
Comfortable selling to founders, owners, operators, or finance teams.
Strong written and verbal communication skills.
Competitive, resilient, and motivated by hitting and exceeding targets.
Strong CRM discipline and comfort working with modern sales tools.

Nice To Have

Experience selling to SMBs.
Experience in fintech, payments, financial services, or B2B SaaS.
Experience in a high-velocity or transactional sales environment.
Experience at an early-stage or high-growth startup.
A track record of consistently exceeding quota.

This Probably Isn't the Role for You If

You prefer inbound-only sales.
You don't enjoy prospecting.
You expect BDRs to fully own your pipeline.
You need a highly scripted sales process to succeed.
You aren't comfortable managing a high volume of opportunities.
You want a low-intensity sales role.
You aren't motivated by clear targets and closed revenue.

Apply on hirevouch.catsone.com About employer

More about this job

Responsibilities

The Account Executive will own deals from first conversation through close, building their own pipeline through cold calling, email and LinkedIn. They will run discovery calls and product demos, and work with BDRs on targeting and handoffs.

Requirements

Candidates need 2 to 4 years of B2B sales experience, ideally as an AE or in a full-cycle role, with proven outbound prospecting skills. Strong discovery, objection handling, closing, and written and verbal communication are required.

Skills

Cold calling
Cold emailing
LinkedIn prospecting
Sales discovery
Product demos
Objection handling
Negotiation
Closing
Pipeline management
CRM software
Sales tools
Follow-up
Deal velocity analysis
Win/loss analysis
Market feedback

Keywords

Account Executive
full-cycle sales
B2B sales
outbound sales
cold calling
cold email
prospecting
discovery
demos
closing
CRM
fintech
payments
B2B SaaS
SMB sales
Sales Development
pipeline management
objection handling
quota

Tools

Languages

English

Seniority

Mid level

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