Major Account Executive - Chicago, IL

About OpenWorks OpenWorks is a national facilities services company with more than 40 years of experience helping multi-location businesses create cleaner, healthier, and more efficient workplaces. We're a people-first organization that believes our success starts with our employees. By investing in our team, embracing continuous improvement, and building strong partnerships with customers and franchise owners, we're creating innovative solutions that drive lasting results. About The Role The Major Account Executive is a high-impact, full-cycle sales role responsible for driving new customer revenue through strategic prospecting and disciplined execution. This is a true hunter position, focused on landing and growing mid-market, multi-site, and national accounts across OpenWorks’ core industries, including Medical, Education, Logistics, Manufacturing, and other recession-resistant verticals. In this role, you will own the entire sales process, from outbound prospecting and discovery through proposal development, negotiation, and close while partnering closely with internal teams to ensure long-term client success. Success requires strong prospecting skills, comfort engaging senior decision-makers, experience navigating RFP and procurement processes, and the ability to manage complex, multi-stakeholder deals. What You'll Do Own the full national sales cycle, from prospecting through close, within OpenWorks’ ideal customer profileDrive both new logo acquisition and expansion within existing national accounts (land-and-expand model)Use the OpenWorks “OW Way” – a consultative, customer-first sales approach – to uncover needs and deliver tailored facility service solutionsLead complex, multi-stakeholder sales processes, including discovery, solution design, pricing, proposals, and contract negotiationBuild and execute account strategies to engage decision-makers from VP to C-suiteDevelop customized proposals and deliver compelling virtual and in-person presentationsPartner closely with Operations, Strategic, and Pricing teams to deliver accurate, competitive solutionsEnsure smooth handoff of new clients to Operations after closeShare best practices, insights, and market feedback to continuously improve our sales organization What You Bring 6+ years of B2B sales experience, including national or enterprise-level selling3+ years of experience selling services across multi-state or multi-region territoriesProven success as a full-cycle hunter, consistently achieving $2M–$6M+ in annual revenueStrong experience selling in competitive, outbound-focused (“cold”) marketsProven experience using HubSpot (or comparable CRM) to manage pipeline, forecast accurately, and drive deal strategyStrong ability to leverage sales technology, automation, and AI-powered tools to improve efficiency, insight, and performanceDemonstrated ability to collaborate with cross-functional and strategic partner teamsTrack record of building trusted relationships with senior leaders and executivesHigh personal accountability, strong work ethic, and a growth-oriented mindsetExcellent communication, negotiation, and consultative selling skills Why OpenWorks? Contribute to projects and initiatives that directly shape our company’s successCollaborate with diverse teams and stakeholders across the organizationContribute to projects and initiatives that directly shape our company's successCollaborate with diverse teams and stakeholders across the organizationCompetitive compensation, benefits, and the opportunity to grow your career in a forward-thinking and inclusive Environment