Top Tech Jobs & Startup Jobs in Chicago, IL

Provide technical, administrative, and accessibility support for online courses and LMS users. Troubleshoot LMS and integrated tools, perform accessibility and UX audits, build and update course content, create captions/transcripts, deliver trainings, and coordinate with stakeholders to ensure course readiness and WCAG 2.2 compliance.

Own the technical pre-sales process for a martech platform: lead discovery, build tailored demos and solutions, manage POCs/RFIs, design integrations/workflows, and hand off to Customer Success while surfacing market feedback to Product and Engineering.

Sell Pipe-Flo software across a U.S. territory owning the full sales cycle from prospecting to close. Drive ARR and professional services bookings, deliver demos, convert inbound leads, outbound prospecting, and use AI/automation tools to improve sales outcomes while meeting quota.

Lead end-to-end sales for Level's most strategic, complex marketing services opportunities. Close six- and seven-figure deals, run discovery, build customized solutions, lead RFPs and negotiations, oversee inbound/SDR functions, shape outbound strategy, improve sales infrastructure, forecast pipeline, and partner with the CRO to drive revenue and referrals.

Own day-to-day commercial operations: manage SOWs and contracts, maintain HubSpot CRM hygiene, issue invoices and track collections, produce recurring performance and forecast/pipeline reports, run OKR reporting cadence, and coordinate partnership pipelines. Identify stalled deals, documentation gaps, and process improvements while partnering with sales, finance, and leadership.

Serve as the technical bridge between business stakeholders and development teams: gather and document business and technical requirements, translate code logic into user stories, support implementation and integrations, identify AI/automation opportunities, perform system analysis, maintain documentation and data flows, and facilitate testing and stakeholder demos.

Serve as the primary HR partner for US teams: own full-cycle recruitment for data center and hosting roles; support onboarding, offboarding, employee relations, performance and compensation processes; maintain HR records, ensure compliance, improve HR workflows, and analyze hiring metrics to scale operations.

Serve as the product owner representing client needs, define and prioritize backlog, write epics/features/user stories and acceptance criteria, collaborate with stakeholders and development teams, analyze market and user needs, make product decisions, and maintain product documentation within agile practices.

Manage onboarding, policy administration, and bordereaux workflows; ensure data integrity and SLA adherence; produce reports using Snowflake, Power BI, and Excel; collaborate cross-functionally to document SOPs and implement process improvements.

Lead enterprise adoption of Microsoft Copilot, Copilot Studio, and Power Platform by analyzing business processes, designing AI agents, building ROI-backed automation roadmaps, delivering training and prompt engineering best practices, and measuring utilization and productivity improvements across functions.