Enterprise Sales Executive

Checkout.comNew York, NY
Hybrid

About The Position

We are seeking a driven and strategically minded Enterprise Sales Representative with a passion for winning complex new business. This role is part of our rapidly expanding Go-To-Market (GTM) team in the US, a market identified as our #1 priority with the largest total addressable market. This is a high-growth, high-reward environment where you will contribute directly to our expansion by working with innovative Enterprise clients across the US landscape. You will 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.

Requirements

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

Responsibilities

  • End-to-end management of the new logo sales cycle within a territory of Enterprise accounts.
  • Strategically prospect and plan accounts to identify and target high-probability new logo opportunities, leveraging deep intelligence, networks, and disciplined execution to build pipeline.
  • Engage with customers consultatively to build long-term, trust-based relationships, focusing on understanding their challenges and proposing tailored, high-value solutions.
  • Orchestrate and lead deals by coordinating internal resources, building quantitative business cases, delivering impactful presentations, and proactively solving problems to drive opportunities forward.
  • Lead negotiations, handling objections, creatively addressing concerns and steering complex deals to successful closure.
  • Track and analyze sales performance, owning results independently, continuously learning industry trends, and leveraging feedback to improve and grow.

Benefits

  • Best-in-class commissions
  • Hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service