Technology Sales Executive, Cloud + AI

Youngsoft, Inc. ( is a global software solutions IT company, delivering digital enterprise business betterment since 1996. Through collaborative engagement and discovery with our clients and vendors, we co-create industry specialized digital products, applications software, process, programs, and project outcomes. Headquartered in metro-Detroit, we leverage pods of Subject Matter Experts, Business Analysts, Solutions Architects, Software Engineers, and Project Managers, fused with HyperCare through our Global Support Centers. Through inclusivity, we share a singular vision to deliver world-class measurable upside results to our customers. It takes a village – come join ours!

Hybrid, with regular travel to clients. Works with: Head of Data Practice. Reports to: Head of Sales/CEO Type: Full-time, quota-carrying, new business.

The role

You will sell cloud and AI services to enterprise and mid-market buyers: cloud migration, application and infrastructure modernization, DevOps and Kubernetes, managed cloud services, and AI-enabled modernization of legacy systems. You own the deal from first call to signed statement of work. Our architects join for discovery and design, but you start the conversations and carry the number.

What you will do

• Open new enterprise and mid-market accounts and win new logos in cloud and AI.
• Build your own pipeline through outbound calls, email, LinkedIn, events, and co-selling with AWS, Azure, and Google Cloud partner teams.
• Reach CIOs, CTOs, VPs of Infrastructure, and Heads of Engineering, and turn a first meeting into a scoped opportunity.
• Position migration, modernization, and managed services around business outcomes: lower run cost, faster delivery, and stronger security.
• Lead pricing, proposals, and negotiation through to signed contracts, including managed services agreements with recurring revenue.
• Keep the CRM current and submit an accurate weekly forecast.

Required qualifications

• 7+ years selling IT consulting, cloud services, managed services, or other complex B2B technology solutions.
• Track record of opening new accounts and closing deals of $250K or more in consulting or project-based services.
• Working knowledge of the cloud landscape: IaaS and PaaS, migration approaches, containers and Kubernetes, cloud security, and cost management.
• Comfort talking with both technical leaders and business executives.
• Experience with Salesforce, HubSpot, or a similar CRM.

Preferred qualifications

• Experience co-selling with AWS, Microsoft Azure, or Google Cloud, including funding programs and partner-led migration offers.
• An established network of CIOs, CTOs, and infrastructure leaders in the Midwest or in your target industries.
• Experience selling into healthcare, insurance, manufacturing, higher education, or the automotive sector.
• Proven history of exceeding quota and growing revenue year over year.

What success looks like

• You consistently identify and secure net-new clients.
• You build a healthy, self-generated pipeline of qualified Cloud + AI opportunities.
• You convert cold prospects into long-term relationships that grow from an assessment into migration, modernization, and managed services.
• You meet or exceed quarterly and annual new business revenue targets.
• You show ownership, urgency, persistence, and a strong closing mentality.

Ideal candidate

A proven closer who loves the hunt. You do not wait for leads. You are comfortable hearing no, you know how to get in front of decision-makers, and you can connect a cloud or AI investment to money saved or revenue gained. If opening doors and building business from the ground up energizes you, this is your role.