Enterprise Account Manager
AffiniPaySalary not specified
Full Time
Junior (1 to 2 years)
Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Fintech, PaymentsIndustries
Requirements
- Entrepreneurial Drive: Operate with urgency, persistence, and accountability—running territory like own business
- Strategic Acumen: Highly analytical and data-driven; build smart hypotheses, use insights to guide prioritization, and leverage new technologies (including AI) to accelerate performance
- Deal Leadership: Strong executive presence and comfort leading complex, multistakeholder Enterprise deals with C-suite engagement
- Learning Mindset: Actively seek feedback, iterate quickly, and adapt strategy based on results and evolving conditions
- Relationship Building: Exceptional ability to build trust with senior merchant stakeholders and nurture long-term partnerships
- Operational Excellence: Highly organized, strong at prioritizing, and effective at managing large pipelines
Responsibilities
- Strategically prospect and plan within a defined territory of high-value Enterprise accounts—leveraging market intelligence, networks, and disciplined outbound execution to build a robust pipeline
- Engage consultatively with merchant leaders, deeply understanding their payments, risk, and operational challenges to propose tailored, high-impact solutions
- Act as deal captain: coordinate cross-functional resources (performance, solutions engineering, risk, legal), build quantitative business cases, and drive opportunities forward with clear, strategic leadership
- Lead complex negotiations, manage objections, and consistently bring high-value, multi-product deals to closure
- Operate with ownership: track and analyze performance metrics, continuously refine strategy, and help shape local GTM playbook
- Represent Checkout.com in-market, helping to raise profile, develop merchant relationships, and contribute insights to global teams
Skills
Key technologies and capabilities for this role
Questions & Answers
Common questions about this position
Is this a remote position or does it require being in Toronto?
This information is not specified in the job description.
What salary or compensation can I expect for this Senior Enterprise Sales Executive role?
This information is not specified in the job description.
What key skills are required for the Senior Enterprise Sales Executive position?
Key skills include strategic prospecting and outbound execution, consultative engagement with merchant leaders to understand payments challenges, acting as deal captain coordinating cross-functional teams, leading complex negotiations, and operating with ownership by tracking metrics and refining strategy.
What is the company culture like at Checkout.com?
Checkout.com has a fast-moving, performance-obsessed culture driven by being better every day, combining startup-like ownership with the backing of a global category leader.
What makes a strong candidate for this founding Enterprise Sales Executive role in Canada?
Strong candidates will thrive in owning the end-to-end sales cycle for Enterprise merchants, shaping go-to-market strategy in a new market, winning flagship Canadian merchants, and building long-term success at a hyper-growth fintech.
Checkout.com
High-performance payments platform for enterprises
About Checkout.com
Checkout.com provides a payments platform that helps businesses process payments, send payouts, and manage card programs. The platform is designed for large enterprises and growing businesses, allowing them to handle high volumes of transactions quickly and reliably. It integrates with clients' existing systems and offers a range of payment services, generating revenue through transaction fees and subscriptions. Unlike many competitors, Checkout.com focuses on providing a comprehensive, cloud-based solution that supports the financial operations of its clients across the globe. The goal of Checkout.com is to streamline payment processes and enhance the payment experience for both businesses and their customers.
London, United KingdomHeadquarters
2012Year Founded
$1,780.1MTotal Funding
SERIES_DCompany Stage
Fintech, Financial ServicesIndustries
1,001-5,000Employees
Benefits
Work-life balance - Flexible working and plenty of time off to unwind. We’ll even give you your birthday off.
Recognition - Peer recognition program and quarterly Hero Awards. We celebrate success together.
Career development - Tailored career development and learning pathways. We’ll help you unlock your potential.
Celebrating diversity - Internal community groups and cultural events. We celebrate our differences.
Staying healthy - A global wellness programme and private health insurance. We support your wellbeing.
Security for the future - Comprehensive plans for you and your loved ones. We’ll take care of you.
Giving back - Employee-led community outreach, payroll giving and a volunteering day. We care about your causes.
Risks
Checkout.com faces increased competition from emerging fintech startups.
Economic instability in the UK and EU may impact Checkout.com's revenue.
Regulatory scrutiny on data privacy could increase compliance costs.
Differentiation
Checkout.com offers payments in over 150 currencies with in-country acquiring.
The platform integrates fraud filters and reporting through a single API.
Checkout.com supports major international cards and local payment methods.
Upsides
Checkout.com is expanding in Japan, enhancing its global presence.
The partnership with Zing increases digital payment methods and product growth.
Checkout.com launched Octopus for online payments, a first for global PSPs.
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