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Added 4 mins ago
LH
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Flexiti

Senior Account Executive, Merchant Acquisition

Toronto, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Nov 18, 2026
Experience: Have 5+ years of B2B sales experience, ideally in fintech, payments, SaaS, or retail tech
Posting language: English
Posted: Sep 24, 2026

Original job description

Questrade Financial Group (QFG), through its companies - Questrade, Questbank, Questrade Wealth Management, Community Trust Company, Zolo, and Flexiti, provides securities and foreign currency investment, professionally managed investment portfolios, mortgages, real estate services, financial services and more. We use cutting-edge technology to help Canadians become much more financially successful and secure.

At QFG, we combine human-centric collaboration with AI-driven innovation to redefine financial services. The ideal candidate will be a catalyst for change, using AI to transform and deliver unparalleled customer experiences and shaping a future where AI empowers our teams to do their best work.

Join our diverse, inclusive, and hybrid workplace to unleash your creativity and nurture your curiosity without limits. If you share this sense of infinite possibility, come shape your future at QFG.

What’s in it for you as an employee of Flexiti?

Health & wellbeing resources and programs
Paid vacation, personal, and sick days for work-life balance
Competitive compensation and benefits packages
Work-life balance in a hybrid environment with at least 3 days in office
Career growth and development opportunities
Opportunities to contribute to community causes
Work with diverse team members in an inclusive and collaborative environment

This job posting is for an existing vacancy.

We’re looking for our next Senior Account Executive, Merchant Acquisition. Could it be you?

Flexiti is Canada's leading point-of-sale financing provider, empowering retailers across the country to grow their businesses through flexible payment solutions. As we scale, we're looking for a driven, entrepreneurial Senior Account Executive, Merchant Acquisition, to take the lead on new merchant acquisition. We’re looking for someone who brings both the instincts of a seasoned hunter and the curiosity to use modern tools to find, engage, and close faster.

You'll own the full sales cycle across Flexiti's existing verticals and play a key role in breaking into high-potential new categories. This is a high-visibility role with real income upside, reporting directly to the Managing Director of Sales & Account Management.

Need more details? Keep reading...

In this role, responsibilities include but are not limited to:

New Business Development

Build and execute a disciplined outbound prospecting strategy across both established verticals and new categories.
Leverage AI-powered tools to research targets, identify decision-makers, personalize outreach, and accelerate pipeline velocity
Manage inbound leads and convert them efficiently alongside your self-generated pipeline
Build executive-level relationships with prospective merchant partners, using your network and consultative approach to earn trust and create urgency

Sales Execution & Closing

Own the full sales cycle from cold outreach through contract close, coordinating with internal teams (product, operations, legal) to remove roadblocks
Build tailored, insight-led business cases that quantify the impact of Flexiti for each prospect - demonstrating how we drive incremental revenue, basket size, and customer conversion
Maintain a high-quality, high-velocity pipeline in Salesforce CRM with accurate stage tracking, activity logging, and forecasting
Consistently meet or exceed quarterly and annual targets for new merchant signings, net-new loan volume, and revenue contribution

Market Intelligence & Positioning

Stay sharp on Flexiti’s product capabilities and roadmap so you can sell with confidence and credibility
Monitor the BNPL, point-of-sale financing, and vertical-specific competitive landscape to sharpen positioning and objection handling
Share field intelligence with leadership and product teams to influence strategy and roadmap priorities

So are YOU our next Senior Account Executive, Merchant Acquisition? You are, if you...

Have 5+ years of B2B sales experience, ideally in fintech, payments, SaaS, or retail tech
Hold a proven track record of exceeding quota in a hunter-oriented, self-directed sales role
Bring experience selling at the executive level - you know how to get in front of the right people and build deals that stick
Demonstrate strong consultative selling skills: you listen well, diagnose the real opportunity, and frame a compelling case around it
Maintain disciplined Salesforce CRM habits - you treat your pipeline as a business asset, not a reporting burden
Possess excellent communication and negotiation skills - written, verbal, and in the room
Embody a self-starter mentality: you thrive with autonomy, take ownership of outcomes, and find creative ways to win

Additional Kudos If You…

Have experience in BNPL or point-of-sale retail/home improvement/healthcare/veterinary financing
Possess an existing network in Canadian retail, home improvement, health, medical aesthetics, or specialty verticals
Are comfortable using AI tools to accelerate prospecting, outreach, personalization, and meeting preparation

Compensation Information

Base salary: $120,000 + Commission
The final compensation package will be commensurate with the successful candidate's experience, skills, and geographic location (Canada). It includes a comprehensive benefits plan and a competitive incentive (bonus) program for Full-Time Permanent roles.

Sounds like you? Click below to apply!

At Questrade Financial Group of Companies, with multiple office locations around the world, we are committed to fostering a diverse, inclusive and accessible work environment. This is an environment where individuals are treated with dignity and respect. Here, the unique skills and experience you bring will be valued. You will be supported and motivated, so that you can harness your unlimited potential. Our team reflects the diversity of the communities we serve and operate in. Having a collaborative and diverse team helps us push boundaries to bring the future of fintech into existence - not only for the benefit of our customers, but for those who build their career with us.

Questrade Financial Group of companies Applicant Tracking System utilizes artificial intelligence (AI) for application screening. The AI system operates on predetermined criteria, with final decisions subject to human review.

Candidates selected for an interview will be contacted directly. If you require accommodation during the recruitment/selection process, please let us know and we will work with you to meet your needs.

Apply About employer

More about this job

Responsibilities

Develop new merchant business across established and emerging markets by prospecting, managing inbound leads, building executive relationships, and closing deals through the full sales cycle. Maintain an accurate Salesforce pipeline, meet sales and revenue targets, develop tailored business cases, and share market intelligence to inform product and sales strategy.

Requirements

Candidates should have at least five years of B2B sales experience, ideally in fintech, payments, SaaS, or retail technology, and a record of exceeding quotas in a self-directed sales role. They should demonstrate executive-level selling, consultative communication and negotiation, disciplined Salesforce use, and ownership of outcomes; experience in BNPL or point-of-sale financing and relevant Canadian industry networks is an advantage.

Skills

B2B Sales
New Business Development
Outbound Prospecting
Full-Cycle Sales
Executive Relationship Building
Consultative Selling
Negotiation
Salesforce CRM
Pipeline Management
Sales Forecasting
Business Case Development
Market Intelligence
Competitive Positioning
AI-Powered Prospecting
Fintech Sales
Quota Achievement

Benefits

Health and Wellbeing Resources
Paid Vacation
Personal Days
Sick Days
Competitive Benefits Package
Hybrid Work Environment
Career Growth and Development Opportunities
Community Contribution Opportunities

Visa sponsorship

Not detected in the job text

Keywords

Fintech
Merchant Acquisition
Point-of-Sale Financing
Buy Now, Pay Later
B2B Sales
Outbound Prospecting
Inbound Leads
Full Sales Cycle
Salesforce CRM
Pipeline Management
Sales Forecasting
Quota
Net-New Loan Volume
Revenue Contribution
Executive Relationships
Consultative Selling
Business Cases
AI-Powered Tools
Personalized Outreach
Retail
Home Improvement
Healthcare
Veterinary Financing
Payments
SaaS
Retail Technology
Competitive Landscape
Product Roadmap
Contract Negotiation

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