Senior Enterprise Sales Representative

Are you seeking an opportunity to make a significant impact within one of the world's fastest-growing fintechs? At Checkout.com, we pride ourselves on being the invisible layer powering the payment solutions for some of the world's largest brands, such as Klarna, Sony, and eBay.

This Senior Enterprise Sales Representative role is for a driven and strategically minded professional with a passion for winning complex new business. We are rapidly expanding our Go-To-Market (GTM) team in the US, recognizing this market as our #1 priority with the biggest total addressable market. This is a high-growth, high-reward environment where you'll contribute directly to our expansion by working with innovative Enterprise clients across the US landscape. In this role, you'll be empowered to run your own strategies and hypotheses with best-in-class commissions. We seek smart, hardworking individuals who thrive on challenge, embodying tenacity and a strong sense of urgency. Whether you come from tech sales, banking, consulting, or another results-driven field, this is your chance to make a significant impact and grow quickly in a competitive space.

The ideal candidate approaches business development and go-to-market in an analytical and data-driven manner, and is a creative problem-solver. You will be required to think outside the box, to help build deep and meaningful relationships with merchants and to be highly organised.

What You Will Do (Key Responsibilities): As a Senior Enterprise Sales Representative, you will be responsible for end-to-end management of the new logo sales cycle within a territory of Enterprise accounts. Your responsibilities will include:

• Strategically prospect and plan accounts to identify and target high-probability new logo opportunities, leveraging deep intelligence, networks, and disciplined execution to build pipeline. High-performing reps excel at identifying leads, evaluating their potential, choosing targets, and creating an outbound strategy to reach them.

• Engage with customers consultatively to build long-term, trust-based relationships, focusing on understanding their challenges and proposing tailored, high-value solutions. You’ll leverage our proven sales methodology, industry, and product knowledge.

• Deal leadership: Orchestrate and lead deals by coordinating internal resources, building quantitative business cases, delivering impactful presentations, and proactively solving problems to drive opportunities forward.

• Closing: Lead negotiations, handling objections, creatively addressing concerns and steering complex deals to successful closure.

• Track and analyze your sales performance, owning results independently, continuously learning industry trends, and leveraging feedback to improve and grow.

Core Competencies & Traits We Value:

• Entrepreneurial Drive: Possess a persistent, self-starter mentality, operating your territory as an owned business with strong accountability and urgency.

• Strategic Acumen: Analytical and data-driven. Exhibit high intellectual curiosity, rapidly learning and applying complex strategic insights to account planning and leveraging new technologies like AI for accelerated performance.

• Learning: Actively seek feedback, demonstrate a growth mindset, and dynamically adjust strategies based on results and evolving information.

• Confident in stakeholder management, including engagement with C-suite executives.

• Highly organised and able to prioritise shifting workloads and responsibilities effectively.

• Strong written and verbal communication skills.

Our competitive salaries are just one component of Checkout.com’s total compensation package. Additional benefits include: health, vision, dental insurance, 401k, vacation and sick and safe time, learning days and volunteer days.