Account Executive iPaaS & AI Modernization

Account Executive iPaaS & AI Modernization Datagrate, Inc. Saint Petersburg, FL Job Details Full-time 1 day ago Qualifications Software sales Networking through cold outreach Sales experience within tech Prospecting Client acquisition Corporate sales environment Full Job Description 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