Top Tech Jobs & Startup Jobs in Chicago, IL

Reposted 9 Days AgoSaved
In-Office or Remote
Chicago, IL, USA
111K-197K Annually
Senior level
111K-197K Annually
Senior level
Cloud • Fintech • HR Tech
Designs and leads enterprise AI transformations for complex Workday customers across HR, Finance, and IT. Advises executive stakeholders, defines AI-enabled processes and operating models, leads discovery and design workshops, guides configuration and data readiness, and supports activation and adoption. Partners with Product, Engineering, integration, and change-management teams to deliver ethical, secure, scalable AI solutions tied to measurable business outcomes. Uses customer feedback to improve deployment methods, templates, and best practices.
Top Skills: Advanced AnalyticsAi AgentsIntelligent AutomationMachine LearningWorkday Agent Builder PlatformWorkday Native Ai AgentsWorkday Sana Enterprise Ai
9 Days AgoSaved
In-Office
Chicago, IL, USA
126K-225K Annually
Expert/Leader
126K-225K Annually
Expert/Leader
Cloud • Fintech • HR Tech
Leads and develops a team of recruiters supporting North America revenue hiring. Responsibilities include executing high-volume and strategic hiring plans, partnering with cross-functional stakeholders, improving recruiting workflows through analytics, reducing time to fill, managing change, and maintaining a strong candidate experience. The role requires expertise in SaaS revenue and go-to-market recruiting, recruiter management, stakeholder influence, data storytelling, and scalable talent acquisition strategies.
9 Days AgoSaved
In-Office
Chicago, IL, USA
144K-256K Annually
Senior level
144K-256K Annually
Senior level
Cloud • Fintech • HR Tech
Manages strategic relationships with enterprise managed service providers across North America. Develops partner business plans, drives practice growth, creates go-to-market strategies, identifies innovation opportunities, generates sourced demand, and supports subscription revenue growth. Oversees delivery quality, escalations, performance targets, account mapping, and partner pipeline development while collaborating with sales, services, and partner leadership teams.
Top Skills: Artificial IntelligenceCloud ComputingSaaS
Reposted 22 Days AgoSaved
In-Office or Remote
48 Locations
111K-197K Annually
Senior level
111K-197K Annually
Senior level
Cloud • Fintech • HR Tech
Lead and deliver Workday HCM implementations: gather requirements, configure modules, build prototypes, support testing and data conversion, assist integrations, mentor consultants, and ensure customers adopt Workday solutions.
Top Skills: BenefitsCompensationHcm CoreHiredscoreHrisLearningParadoxRecruitingTalent ManagementWorkdayWorkday Hcm
One Month AgoSaved
In-Office
Chicago, IL, USA
158K-280K Annually
Senior level
158K-280K Annually
Senior level
Cloud • Fintech • HR Tech
Leads North America's Sales Development organization, including Sales Development Managers and representatives. Owns pipeline generation strategy, market segmentation, forecasting, KPIs, enablement, leadership development, hiring, cross-functional collaboration, and strategic change initiatives. Builds a scalable, high-performing sales development engine supporting net-new customer acquisition, product adoption, and expansion.
Top Skills: ClariGrooveSaaSSales NavigatorSalesforceSlack
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One Month AgoSaved
In-Office or Remote
Chicago, IL, USA
133K-237K Annually
Senior level
133K-237K Annually
Senior level
Cloud • Fintech • HR Tech
Lead technical architecture and delivery of end-to-end AI solutions across the Workday ecosystem. Design data flows, integrations, security and RAG/LLM patterns; advise executive stakeholders; lead technical workstreams; collaborate with Product and Engineering; ensure privacy, ethical AI, and scalable deployments for complex global customers.
Top Skills: IntegrationsLlmsNative Ai AgentsPrompt DesignRetrieval-Augmented Generation (Rag)SaaSSanaWorkdayWorkday Agent Platform
Reposted 2 Days AgoSaved
Remote
USA
111K-197K Annually
Senior level
111K-197K Annually
Senior level
Cloud • Fintech • HR Tech
Lead design, development, testing, and deployment of Workday integration solutions for State & Local Government customers. Manage integration workstreams, run discovery and knowledge-transfer sessions, ensure delivery milestones, and support post-production success while participating in process improvement.
Top Skills: WorkdayWorkday IntegrationsWorkday OrchestrateWorkday Studio
2 Days AgoSaved
Remote
USA
133K-237K Annually
Senior level
133K-237K Annually
Senior level
Cloud • Fintech • HR Tech
Leads Workday Reporting and Prism consulting engagements for state and local government customers. Responsibilities include managing reporting workstreams, gathering requirements, designing and deploying reporting and analytics solutions, supporting testing, conducting knowledge transfer, and improving implementation processes. The role requires extensive Workday, integration, reporting, technical consulting, and HR, payroll, or financials domain experience, with travel up to 25%.
Top Skills: WorkdayWorkday PrismWorkday Reporting
7 Days AgoSaved
In-Office or Remote
9 Locations
130K-159K Annually
Senior level
130K-159K Annually
Senior level
Cloud • Fintech • HR Tech
Drive net-new and expansion sales for Workday Adaptive Planning. Develop account strategies, build relationships with enterprise prospects, customers, and partners, manage opportunities, connect customer needs to planning solutions, and maintain accurate pipeline and forecast data. The role requires selling cloud-based planning applications to C-level stakeholders, particularly within educational systems, managing complex sales cycles, generating leads, and demonstrating business outcomes.
Top Skills: Ai-Driven ForecastingAnomaly DetectionCloud ComputingEnterprise Performance Management (Epm)SaaSWorkday Adaptive Planning
Reposted 23 Days AgoSaved
In-Office or Remote
17 Locations
162K-243K Annually
Senior level
162K-243K Annually
Senior level
Cloud • Fintech • HR Tech
Architect and co-innovate agentic AI solutions with strategic System Integrators and Frontier AI Model Providers. Lead pilot-to-production prototypes, design secure, production-ready AI agents and integrations across multi-cloud environments, advise CXOs on measurable AI outcomes, ensure compliance and data governance, and feed partner/customer insights back into product roadmaps. Travel up to 40%.
Top Skills: A2AAgent System Of RecordAgentic AiAi AgentsLlmsMcpMulti-CloudRagWorkday
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