US Hiring

Weekday AI • New York, NY

4d

About The Position

This role is for one of the Weekday's clients We are seeking a Senior Sales Leader to drive revenue growth and strategic expansion within the data annotation and AI solutions space across the United States. This is a high-impact leadership role focused on building enterprise relationships, closing large-scale deals, and positioning advanced AI-enabled data services to high-growth technology companies and enterprises. The ideal candidate brings deep experience in consultative B2B sales, particularly in AI, machine learning, data services, or adjacent technology sectors.

Requirements

• 8+ years of experience in enterprise B2B sales, preferably in AI, data annotation, SaaS, or technology services
• Proven track record of consistently exceeding revenue targets and closing high-value deals
• Strong understanding of AI/ML ecosystems, model training workflows, and data lifecycle processes
• Experience selling into technical buyers including AI teams, product managers, and engineering leaders
• Exceptional negotiation, presentation, and stakeholder management skills
• Ability to build scalable sales processes and mentor junior sales professionals
• Strategic mindset with strong analytical and pipeline management skills
• Comfortable operating in high-growth or emerging technology environments
• Self-driven, results-oriented leader with strong ownership and accountability

Nice To Haves

• Strong network within US technology and AI ecosystems is a plus

Responsibilities

• Develop and execute a strategic sales plan to drive revenue growth in AI and data annotation services
• Identify, target, and close enterprise and mid-market clients across technology-driven industries
• Own the complete sales cycle from prospecting to contract negotiation and deal closure
• Build strong relationships with C-level executives, product leaders, and AI teams
• Translate complex AI and data workflows into clear business value propositions
• Collaborate with product, operations, and delivery teams to ensure seamless client onboarding and retention
• Forecast revenue accurately and manage pipeline performance using CRM tools
• Expand existing accounts through upselling, cross-selling, and long-term strategic partnerships
• Represent the organization at industry events, conferences, and networking forums
• Contribute to refining pricing strategies, go-to-market plans, and competitive positioning

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed