Top Tech Jobs & Startup Jobs in Chicago, IL

Full-cycle mid-market account executive responsible for prospecting and qualifying inbound leads, conducting discovery, negotiating deals, onboarding new eCommerce/DTC clients, and scaling accounts. Maintain pipeline, forecast progress, and collaborate with marketing, data science, operations, and client success to drive performance-marketing customer acquisition.

Drive IT operational maturity and financial management by analyzing spend and operations, managing renewals and PO lifecycle, delivering reports, advising leadership on budget optimization, vendor rationalization, and process improvements.

Lead and scale Customer Success across North America for Kainos' Workday products. Drive retention, adoption, value realization, and GRR through structured success planning, executive engagement, and renewal readiness. Build and develop a distributed CSM team, implement playbooks and health frameworks, leverage data and AI-enabled automation to prioritize actions, and partner cross-functionally to improve reporting, forecasting, and customer advocacy.

Oversee payroll processing, taxes, and labor-law compliance; develop and enforce HR policies; manage performance, compensation, benefits, training, employee engagement, records, and regulatory reporting.

Own and execute core HR processes across the employee lifecycle for a fast-growing, remote-first company. Provide day-to-day employee support, coordinate onboarding/offboarding, administer benefits and payroll (bi-weekly and 401(k)), assist performance review logistics, and maintain compliance (I-9s, state registrations, leave paperwork).

Support implementation of Workday Core HCM and reporting by gathering and documenting global requirements, testing, validating data, building reports/dashboards, providing post-go-live production support, and partnering with HR, Payroll, IT and implementation partners to ensure consistent, scalable HR processes and data integrity.

Lead discovery-driven product demonstrations and own technical sales engagements from qualification through close. Configure personalized demo environments, run proof-of-concepts, respond to RFPs and security questionnaires, and partner with Account Executives to translate platform capabilities into business outcomes for HR, Finance, and executive stakeholders.

Identify and qualify US market opportunities, build and maintain partner relationships, generate leads with publishers/distributors/advertisers, represent the company at events, create presentations and proposals, collaborate with internal teams, track partnership performance, support negotiations, and report pipeline and competitive analysis to leadership.

Provide technical support and customer service for Higher Logic's SaaS products via phone, chat, and cases. Troubleshoot issues, document interactions in the ticketing system, escalate to internal teams per SLAs, coordinate calls or virtual sessions, meet performance metrics, and continually develop product and troubleshooting knowledge.

Manage ongoing relationships with established mental health providers to retain and grow their practices. Conduct proactive outreach, run availability reviews, enable feature adoption, log interactions in HubSpot, escalate issues cross-functionally, and meet measurable activity and retention goals.