Hybrid Enterprise Sales Executive: US GTM

Checkout.com; San Francisco (CA); Hybrid; USD 150,000 - 210,000; Full time

Job summary

Checkout.com is expanding its US GTM with an Enterprise Sales Executive who will own the end-to-end new logo sales cycle across enterprise accounts. You will build pipeline, engage with merchants, and lead complex deals in a fast-growing fintech environment.

The role emphasizes data-driven selling, strategic account planning, and long-term relationships with high-value clients, supported by strong commissions and clear growth opportunities.

Qualifications

• Experience in enterprise/large account sales and complex deals.
• Strong strategic planning and pipeline management.
• Comfort engaging C-suite and negotiating with executives.
• Data-driven GTM mindset and business acumen.

Responsibilities

• Strategically prospect and plan accounts to identify high-probability new logo opportunities and build pipeline.
• Engage with customers consultatively to build long-term, trust-based relationships and propose tailored solutions.
• Lead deals by coordinating internal resources, building quantitative business cases, and delivering impactful presentations.
• Close negotiations and drive complex deals to successful closure.
• Track and analyze sales performance, learn industry trends, and adapt strategies accordingly.

Skills

Entrepreneurial drive

Strategic acumen

Learning mindset

Stakeholder management

Organization

Communication skills

Job description

Checkout.com is expanding its US GTM with an Enterprise Sales Executive who will own the end-to-end new logo sales cycle across enterprise accounts. You will build pipeline, engage with merchants, and lead complex deals in a fast-growing fintech environment.

The role emphasizes data-driven selling, strategic account planning, and long-term relationships with high-value clients, supported by strong commissions and clear growth opportunities.