Account Executive iPaaS & AI Modernization

Account Executive / Sales Representative

Enterprise Integration & AI Modernization

Remote (U.S. Preferred) | Commission + Base Options Available

At datagrate, we help enterprises modernize legacy integration environments by migrating away from expensive, proprietary iPaaS and middleware platforms toward flexible, open-source and AI-enabled architectures.Our clients are looking to reduce vendor lock-in, lower operating costs, improve agility, and accelerate modernization initiatives. We specialize in migrations from platforms such as MuleSoft, TIBCO Software, Talend, and Oracle Integration Cloud into modern open-source ecosystems enhanced with AI-driven automation and integration tooling.We are seeking a highly motivated Account Executive / Sales Representative with direct experience in enterprise integration, middleware, iPaaS, API management, or adjacent enterprise software markets.

What You'll Do

• Prospect and generate new business opportunities through:
  • Cold email outreach
  • Strategic calling campaigns
  • LinkedIn networking
  • Partner/channel introductions
  • Industry relationship development
• Identify organizations currently using legacy integration platforms and uncover modernization opportunities
• Engage IT leaders, enterprise architects, integration teams, and digital transformation stakeholders
• Position datagrate's migration and modernization services as a cost-effective, lower-risk alternative to proprietary platforms
• Manage opportunities from initial outreach through discovery and handoff/close
• Build and maintain a healthy sales pipeline
• Collaborate closely with technical leadership and delivery teams
• Help refine messaging, outreach strategy, and target-market positioning

Ideal Background

You may be a strong fit if you have experience working at or selling against companies such as:

• Legacy MuleSoft, TIBCO Software, Talend, Oracle, Boomi, Informatica, Software AG, SnapLogic
• -OR-
• Modern platforms such as Workato, Tray.ai, Celigo, etc

We are especially interested in candidates who:

• Understand enterprise integration and API ecosystems
• Have experience selling technical consulting services or enterprise software
• Are comfortable with outbound prospecting and hunting for net-new business
• Already possess relationships with CIOs, integration leaders, architects, or transformation teams
• Can communicate technical value in business terms
• Are entrepreneurial, self-directed, and thrive in a boutique consulting environment

Requirements

• 3+ years of enterprise technology sales experience
• Experience in iPaaS, middleware, integration, APIs, cloud modernization, or adjacent enterprise software sectors
• Proven outbound sales and prospecting ability
• Strong written and verbal communication skills
• Ability to work independently in a remote environment
• Familiarity with AI-driven enterprise modernization trends is a plus

Compensation

Flexible structure depending on experience and engagement model:

• Base salary + commission
• Commission-heavy structure
• Contractor or fractional arrangements considered
• Significant upside tied to closed business

Why Datagrate

• Work directly with senior leadership in a nimble, specialized consulting firm
• Participate in a rapidly growing AI + enterprise modernization market
• Help enterprises break free from expensive legacy vendor ecosystems
• Opportunity to shape go-to-market strategy and grow with the company
• High-impact role with meaningful autonomy