Role overview

Checkout.com is a global fintech platform powering payments for major brands including eBay, Spotify, Klarna, and Uber, processing over 10 billion transactions annually. This Enterprise Sales Executive position is based in San Francisco and focuses on driving new business growth within the US market, which the company identifies as its highest priority region.

Key responsibilities

Strategically prospect and plan accounts to identify high-probability new logo opportunities, building pipeline through disciplined outreach informed by deep intelligence and professional networks.
Engage with customers through a consultative approach to build trust-based relationships, understand their business challenges, and propose customized solutions aligned with their needs.
Lead complex deals by coordinating internal resources, developing quantitative business cases, and delivering presentations that advance opportunities toward close.
Navigate negotiations and objections by creatively addressing customer concerns and steering multifaceted deals to successful completion.
Track sales performance independently, analyze results against targets, stay current with industry trends, and apply feedback to continuously refine your approach and performance.

Requirements

Background in a results-driven field such as technology sales, banking, consulting, or similar competitive environments with demonstrated success closing complex deals.
Analytical and data-driven mindset with the ability to develop strategic account plans and leverage insights for accelerated performance.
Strong organizational skills with the capacity to manage multiple priorities, shifting workloads, and stakeholder expectations effectively.
Confident communicator with proven ability to engage at the C-suite level and articulate value propositions through written and verbal channels.
Self-starter mentality with entrepreneurial drive, personal accountability, and a sense of urgency in pursuing business objectives.
Growth mindset demonstrating receptiveness to feedback, intellectual curiosity about emerging technologies and market trends, and agility in adjusting strategies based on results.

What makes this role worth considering

You’ll operate with real autonomy over your territory and sales strategy, supported by competitive commission structures designed to reward high performance. The company operates a hybrid model requiring three days per week in the office, fostering collaboration while maintaining flexibility. Checkout.com emphasizes moving fast, reducing barriers to execution, and recognizing the impact individuals deliver from day one.