Top Tech Jobs & Startup Jobs in Chicago, IL

Lead design, build, and optimization of Sezzle's large-scale data warehousing and pipelines. Own data infrastructure KPIs/SLAs, improve Redshift performance, evolve the data stack, implement ETL/ELT workflows, and partner with cross-functional teams to deliver reliable, scalable datasets.

Drive strategic enterprise sales to large D2C merchants, managing 15-20 accounts through long sales cycles. Build account maps, engage C-suite stakeholders, develop ROI-driven payment solutions, use data and AI to surface opportunities, maintain pipeline, collaborate with marketing/analytics/engineering, and travel to customer sites (30-40%).

Support end-to-end contract lifecycle administration: execute contracts, renewals, and addendums; review and validate contract data, pricing, and terms; coordinate with Sales, Customer Success, and Finance; maintain accurate records, perform audits, and drive process improvements to ensure revenue and data integrity.

Lead multiple engineering teams focusing on people management, project delivery, scheduling, risk mitigation, and partnership with Product. Own hiring, performance, staffing, and drive process improvements to ensure quality, on-time feature releases without performing hands-on technical work.

Drive net-new and expansion revenue for mid-market accounts using consultative sales. Own account management and churn, implement outbound programs, advise on performance creative workflows, coach SMB AEs, and ensure client satisfaction to grow adoption of Motion's AI-native platform.

Lead product development for new ventures from validated problem to scalable product: decompose problems, define MVPs, write specs, run sprints, perform solution-focused user research, prioritize roadmaps, manage stakeholders, and design repeatable product processes and handoff artifacts until a GM and team take over.

Own a major enterprise sports client end-to-end: drive delivery, prioritize requests, coordinate product/engineering/delivery, manage roadmap/renewals/expansions, handle incidents/escalations, and produce actionable client reporting.

Drive pre-funnel and demand-generation programs to support B2B sales and channel partners. Create and execute multi-channel content and lead nurture strategies, manage partner engagement and events, track and report campaign performance, and collaborate cross-functionally to build pipeline and enable retention and advocacy.

Lead marketing orchestration and automation strategy across the buyer journey. Design governance, contact and prioritization frameworks, journey logic, suppression and handoff rules. Partner with demand gen, digital, sales, IT, and AI leadership to implement data-driven, automated, and AI-enabled marketing programs, enable scalable execution, run experimentation, and drive transformation through process improvement and change management.

The Sales Activation Associate develops outbound messaging and sales enablement materials to enhance prospect engagement and conversion metrics. Responsibilities include A/B testing, data analysis, and cross-functional collaboration with marketing and sales teams to optimize outreach strategies.

Serve as executive lead for specialty pharmacy implementations at health systems: drive strategy, change management, program delivery, cross-functional coordination, executive stakeholder engagement, workforce planning, and go-live optimization. Manage large-scale project plans, risks, governance, and present executive-level deliverables while traveling to partner sites (~50%).

Manage outreach, close and onboard athletic facility partnerships across Texas, maintain ongoing partner relationships, track referrals and partner performance, and report results to leadership.