Sales Manager - Saudi Arabia Sales Riyadh

Checkout Ltd; Riyadh; On-site; SAR 262,467 - 374,953; Full time

Job summary

Checkout Ltd is looking for an elite Enterprise Sales Manager in Riyadh to spearhead sales efforts for Saudi Arabia’s largest enterprises. This role involves driving high-stakes contracts and requires extensive experience in enterprise sales, particularly in the payments or fintech industry.

The ideal candidate will possess an active network of C-level executives and demonstrate unmatched drive in achieving aggressive sales targets. Join us to be part of a world-class tech stack and an uncapped commission structure.

Qualifications

• 6+ years of enterprise/B2B sales experience managing complex deal cycles.
• Formidable network of C-level executives and enterprise prospects in Saudi Arabia.
• Deep understanding of global e-commerce and cross-border financial factors.
• Ability to articulate complex tech and payment architectures to varied stakeholders.
• Exceptional communication and negotiation techniques.
• Highly organized with an entrepreneurial mindset.

Responsibilities

• Own the end-to-end enterprise sales cycle as a strategic advisor.
• Target and conquer top-tier enterprise accounts to build a robust pipeline.
• Drive adoption of payment solutions through executive networking and outreach.
• Deliver compelling pitches and tailored proposals addressing payment challenges.
• Collaborate with cross-functional teams to align solutions with local needs.
• Share market insights and trends with global leadership.

Skills

Enterprise/B2B sales experience

Executive network

Global e-commerce knowledge

Technical fluency

Sales execution

Organizational skills

Tools

Salesforce

Job description

We are seeking an elite Enterprise Sales Manager in Riyadh to bring our global payment infrastructure to Saudi Arabia’s largest enterprises. Backed by our world‑class tech stack, you will drive complex, high‑stakes contracts and be rewarded with an unrivaled, uncapped recurring commission structure.

Role

You will own the end‑to‑end enterprise sales cycle, acting as a strategic advisor to C‑level executives while collaborating with our global internal teams. You will:

• Architect global growth by identifying, targeting, and conquering top‑tier enterprise accounts, building a robust, high‑value pipeline across key industries in the Saudi market.
• Close high‑stakes deals by driving the adoption of our cutting‑edge cross‑border payment solutions to major regional and global players through strategic executive networking, industry events, and direct outreach.
• Own the enterprise cycle by orchestrating complex, multi‑layered sales cycles and serving as the trusted strategic advisor for prospective clients and primary quarterback for internal global stakeholders.
• Command the room by delivering compelling, data‑driven pitches and highly tailored proposals that demonstrate how Checkout.com’s global capabilities solve complex local and international payment challenges.
• Collaborate globally by partnering seamlessly with cross‑functional, global talent across Technology, Product, and Business teams to align our world‑class architecture with the specific needs of Saudi enterprises.
• Drive market intelligence by acting as the eyes and ears on the ground, sharing critical business insights, competitive intelligence, and local market trends with our global leadership to shape future product and marketing strategies.

Qualifications

• Enterprise expertise: 6+ years of elite Enterprise/B2B sales experience, successfully managing complex, high‑value deal cycles. Experience in the payments or fintech industry is a massive advantage.
• Executive network: A formidable, active network of C‑level executives, enterprise prospects, and strategic partners across Saudi Arabia.
• Global business acumen: A deep understanding of the global e‑commerce landscape, cross‑border financial factors, and the strategic drivers behind enterprise decision‑making.
• Technical fluency: A genuine passion for disruptive technology and the ability to articulate complex tech and payment architectures clearly to both technical and non‑technical stakeholders.
• Sales execution: Exceptional executive‑level communication and formidable negotiation techniques, mastery of Salesforce and modern enterprise sales methodologies.
• Unmatched drive: Highly organized with an entrepreneurial mindset, capable of prioritizing shifting workloads and consistently outperforming aggressive sales targets through personal drive.