Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Microsoft Dynamics 365 configuration and customization for mergers and acquisitions. Translates business requirements into processes, workflows, security models, integrations, and data migration strategies. Coordinates custom development with engineering teams, validates solutions, supports testing and deployment, creates documentation, trains users, and manages post-go-live stabilization. Partners with finance, HR, operations, sales, and other stakeholders to consolidate systems and improve business processes.

Sell UKG workforce management and HCM solutions to large healthcare organizations with 15,000+ employees. Responsibilities include driving revenue growth, managing strategic client relationships, forecasting in Clari and Salesforce, developing executive-level relationships, conducting onsite business reviews, and serving as a trusted enterprise sales advisor. The role requires healthcare sales experience, multimillion-dollar quota attainment, and success managing complex sales cycles and seven-figure ARR deals.

Leads architecture, development, and deployment of scalable cloud-native backend platforms integrating AI, LLMs, agentic workflows, and Salesforce. Designs distributed services, APIs, data migration pipelines, and enterprise integrations while driving observability, resilience, security, and performance. Provides technical leadership, mentors engineers, influences architecture, and collaborates with product, business, and AI/ML teams to deliver highly available enterprise systems.

Supports corporate strategy initiatives involving growth, portfolio prioritization, investments, and value creation. Builds financial models, scenario analyses, business cases, market and competitive analyses, and executive presentations. Structures ambiguous problems, leads analytical workstreams, facilitates discussions with cross-functional and VP-level stakeholders, tests assumptions, and communicates strategic implications and tradeoffs.

Manage a territory and high-volume pipeline of net-new SMB opportunities from prospecting through close. Responsibilities include consultative discovery, demonstrations, proposals, objection handling, negotiation, forecasting, CRM maintenance, internal coordination, and customer handoff. The role requires achieving sales targets through self-generated outreach, referrals, partner activity, and company leads, with travel up to 50% based on territory and customer needs.

Own the vision, strategy, roadmap, and delivery of UKG’s next-generation sales territory management product. Transform territory planning into an automated, data-driven, Agentic-AI-first capability covering segmentation, account assignment, coverage, quotas, capacity, forecasting, and revenue planning. Partner with executive stakeholders, Architecture, Data, Engineering, Salesforce, and Clari teams to define requirements, build integrations, establish metrics, and deliver enterprise-scale planning improvements.

Drive net-new logo sales of HCM and payroll solutions to mid-market and enterprise organizations. Exceed sales quotas, develop territory opportunities, present products to decision-makers, create tailored proposals, and maintain expertise in HCM, SaaS, competitors, and strategic sales processes. Partner with consultants, technical sales, legal, and operations teams to progress and close contracts.

Leads the design, implementation, integration, and optimization of global enterprise Finance solutions. Responsibilities include ERP solution leadership, Finance process transformation, system integration, data migration, reconciliation, testing, quality governance, deployment readiness, and post-production stabilization. The role also identifies AI automation opportunities and develops governed AI-enabled solutions across ERP, data, API, and workflow platforms while advising Finance, Product, Architecture, and Engineering stakeholders.

Drive net-new logo sales of HCM and payroll solutions to mid-market and enterprise organizations. Exceed sales quotas, manage assigned territories, identify opportunities, develop proposals, present to decision-makers, and maintain expertise in HCM, SaaS, competitors, and strategic sales processes. Collaborate with consultants, technical sales, legal, and sales operations teams to close contracts and achieve customer business outcomes.

Sell UKG’s HCM, HRMS, payroll, and SaaS solutions to mid-market and enterprise organizations. Responsibilities include acquiring new logos, exceeding quotas, presenting to decision-makers, identifying opportunities, developing proposals, maintaining industry and competitive knowledge, and applying strategic sales processes within an assigned territory.