Top Tech Jobs & Startup Jobs in Chicago, IL

Drive net-new logo sales of HRMS, payroll, and HCM SaaS solutions to mid-market and enterprise organizations. Exceed sales quotas, manage assigned territories, identify opportunities, develop proposals, deliver product presentations and demos, and engage decision-makers. Maintain expertise in HCM technology, competitors, and strategic sales processes while partnering with technical, application consulting, legal, and sales operations teams to close contracts.

Sell UKG cloud workforce and payroll solutions to enterprise manufacturing accounts. Build territory pipeline, acquire net-new customers, expand accounts, manage C-suite relationships, conduct executive business reviews, develop complex sales strategies, forecast activity, and close million-dollar-plus deals with sales cycles exceeding 12 months.

Drive enterprise sales of UKG cloud and SaaS workforce solutions to manufacturing-sector prospects and clients. Build executive relationships, develop strategic sales plans, generate net-new logos and account expansion, manage complex million-dollar-plus deals, maintain forecasts, conduct executive business reviews, and coordinate internal and external stakeholders. The role requires consistently exceeding substantial quotas and managing sales cycles exceeding 12 months, with travel up to 50%.

Supports a portfolio of larger UKG Ready client accounts by resolving payroll, timekeeping, and HRIS questions. Performs complex payroll, salary, and benefits calculations; maintains client and employee data; prepares payroll and HR reports; responds to Zendesk tickets within service-level targets; and completes assigned projects. The role requires knowledge of payroll and HCM processes, confidentiality, deadline management, and clear communication of technical payroll topics.

Drive net-new logo sales of UKG’s HCM, HRMS, and payroll solutions to mid-market organizations. Exceed sales quotas, prospect through diverse strategies, identify opportunities, develop proposals, present to decision-makers, and align solutions with customer needs. Maintain expertise in HCM/SaaS products, competitors, technology capabilities, and industry trends while collaborating with application consultants, technical sales, legal, and sales operations teams to close contracts.

Provides legal and commercial support for U.S. public sector sales, including federal, state, and local transactions. Drafts and negotiates customer, reseller, distributor, and partner agreements; advises on procurement, contracting, RFPs, compliance, FedRAMP, StateRAMP, accessibility, and fulfillment requirements. Leads legal projects, process improvements, and cross-functional collaboration while delivering practical guidance and mentoring stakeholders.

Lead a team of Sales Executives focused on expanding revenue within existing SMB customer accounts. Develop install-base sales strategies, coach and mentor team members, manage forecasting and pipeline metrics, build executive customer relationships, identify expansion opportunities, and collaborate across sales and presales teams. Provide market insights to senior leadership while fostering a customer-centric, high-performing culture.

Sells UKG workforce software to new mid-market public sector accounts in Michigan and Indiana. Responsibilities include territory planning, prospecting, pipeline development, consultative selling, ROI creation, C-level engagement, deal leadership, stakeholder collaboration, forecasting, and maintaining accurate Salesforce and Clari records. The role requires proven cloud/SaaS sales success, public sector experience, quota achievement, complex deal management, and up to 50% travel.

Manage and grow relationships with enterprise retail accounts by selling UKG’s SaaS workforce management products. Responsibilities include consultative selling, executive relationship development, account planning, pipeline generation, business reviews, customer health monitoring, renewals and expansion opportunities, industry engagement, and collaboration with internal stakeholders. The role requires managing strategic and transactional sales cycles, exceeding $1 million quotas, and maintaining a pipeline three times quota.

Leads strategic partnerships with national benefit brokers to drive revenue, generate leads, expand UKG mindshare, and strengthen partner relationships. Responsibilities include partnership development, strategic planning, contract negotiation, performance monitoring, quarterly business reviews, executive engagement, broker education, joint marketing programs, market analysis, and reporting. The role collaborates with sales, marketing, product, enablement, and legal teams and requires extensive benefit broker experience and 30%+ travel.