Enterprise Sales Leader: IT Outsourcing & AI Delivery

Yopeso Romania SRL; United States; Remote; USD 120,000 - 180,000; Full time

Job summary

Yopeso is seeking a seasoned enterprise sales leader to own and close large IT outsourcing, nearshoring and custom software engagements across international markets. You will articulate value, design delivery models, and structure long-term service partnerships with C-level stakeholders.

The role emphasizes hunting and closing over operations, with remote flexibility across regions and time zones, and a strong emphasis on building trusted advisor relationships to foster growth.

Qualifications

• 10+ years in enterprise B2B sales within IT outsourcing, nearshoring or custom software delivery.
• Proven track record of closing 6-7 figure services-based deals.
• Established network of enterprise and mid-market decision-makers (CTO, CIO, COO, Heads of Engineering/Digital).
• Deep understanding of outsourcing models, delivery economics and value-based pricing.
• Experience selling long-term service engagements rather than product subscriptions or transactional deals.

Responsibilities

• Own the full enterprise sales cycle: prospecting, qualifying, solution design, negotiation and closing.
• Drive new business in IT outsourcing, nearshoring and custom software delivery engagements.
• Expand opportunities where AI capabilities improve delivery value and transformation outcomes.
• Lead consultative conversations with C-level stakeholders across international markets.
• Translate business needs into outsourcing and engineering delivery models with clear commercial structures.
• Shape proposals, pricing models and engagement structures for long-term service partnerships.
• Partner with delivery and technical teams to ensure scope, feasibility and execution quality.
• Build and manage a strong pipeline of large, multi-stakeholder enterprise opportunities.
• Act as a trusted advisor in key accounts, driving expansion and long-term value creation.

Skills

Enterprise B2B sales

Closing big deals

Executive networking

Commercial negotiation

Value-based selling

English fluent

Job description

Yopeso is seeking a seasoned enterprise sales leader to own and close large IT outsourcing, nearshoring and custom software engagements across international markets. You will articulate value, design delivery models, and structure long-term service partnerships with C-level stakeholders.

The role emphasizes hunting and closing over operations, with remote flexibility across regions and time zones, and a strong emphasis on building trusted advisor relationships to foster growth.