Top Sales Jobs in Chicago, IL

Own the technical side of standard B2B SaaS sales cycles, including discovery, solution scoping, demonstrations, POCs, RFP responses, and technical handoffs. Advise customers on EDI, supply chain connectivity, ERP integrations, APIs, and AI capabilities. Collaborate with Sales, Product Management, Customer Success, and Professional Services while managing multiple opportunities and creating reusable presales assets.

The Sales Development Representative will prospect new accounts, initiate sales cycles, qualify prospects, and build pipeline for Account Executives through cold calling, email, social selling, and AI-powered outreach. Responsibilities include using intent data and sales intelligence tools, crafting personalized messaging, collaborating with Marketing, meeting activity and opportunity targets, and developing expertise in Cleo’s AI-driven integration platform. The role offers SaaS sales training and advancement into future sales positions.

Identify and prospect new accounts across target European countries, generate qualified opportunities through outbound calling, email, and social selling, and build pipeline for the EMEA sales team. The role involves qualifying prospects, tailoring account messaging, collaborating with Marketing, explaining Cleo’s value proposition, meeting monthly activity and opportunity targets, and developing expertise in Cleo’s products, supply chain technology, and sales tools.

Leads technical pre-sales for supply chain integration solutions, partnering with Sales to conduct discovery, design ERP/WMS/TMS and trading-partner architectures, run POCs, deliver demonstrations, and respond to RFPs. Advises technical and executive stakeholders on business outcomes and AI opportunities, translates capabilities into measurable ROI, and collaborates with Product, Customer Success, and Professional Services on roadmap feedback and post-sale handoffs.