Enterprise AI Sales Executive — Lead Multi‑Million Deals

Confidential; Singapore; On-site; SGD 250,000 - 500,000; Full time

Job summary

Confidential is seeking a senior enterprise sales leader to own and grow our largest enterprise relationships. You will close multi-million-dollar, multi-year deals with Fortune 500 and Global 2000 executives through consultative, outcome-based selling and MEDDPICC-driven methodology.

You'll build multi-year account strategies, own the full sales cycle from C-suite prospecting to negotiation and close, and orchestrate cross-functional teams to earn board-level sponsorship.

Qualifications

• 10+ years in enterprise SaaS/technology sales with consistent quota attainment.
• 5+ years selling to the C-suite in Fortune 500/Global 2000.
• Track record of closing $2M+ ACV / $10M+ TCV deals on 6-12 month cycles.
• Experience in AI/ML, SaaS, cloud, or data platforms; ideally selling into Banking, Insurance, Retail, Telco, or Technology.
• Mastery of MEDDPICC, Challenger, or Command the Message.
• Bachelor's degree; Salesforce proficiency; willingness to travel up to 50%

Responsibilities

• Build and execute multi-year account strategies for strategic clients (TCV $1M-$30M+)
• Own the full sales cycle - from C-suite prospecting through negotiation and close
• Deliver $2M-$4M in new and expansion ARR annually
• Develop ROI-driven business cases that earn board-level sponsorship
• Orchestrate cross-functional teams (Solutions Engineering, Product, Legal, Services) as the "CEO of your territory"
• Maintain 3-5x pipeline coverage through executive networking and partnerships

Skills

Enterprise SaaS sales

C-suite selling

Quota attainment

Strategic account management

Education

Bachelor's degree

Tools

Salesforce

Job description

Confidential is seeking a senior enterprise sales leader to own and grow our largest enterprise relationships. You will close multi-million-dollar, multi-year deals with Fortune 500 and Global 2000 executives through consultative, outcome-based selling and MEDDPICC-driven methodology.

You'll build multi-year account strategies, own the full sales cycle from C-suite prospecting to negotiation and close, and orchestrate cross-functional teams to earn board-level sponsorship.