Top Tech Jobs & Startup Jobs in Chicago, IL

Conduct 45-minute in-home walk-throughs with warm, pre-qualified homeowner leads, explain membership benefits, capture tasks in the app, close memberships, book first handyman visits, and hand off detailed notes to operations. Complete 5–6 visits per day across Chicago and self-source ~30% of leads.

Own the B2B website product roadmap from initiative definition through launch, including scope, backlog, acceptance criteria, component strategy, content structure, and product sign-off. Establish success metrics, analyze performance in GA4, and lead experimentation and personalization. Manage web requests, stakeholder communication, vendor evaluations, and CMS migration or replatforming efforts while coaching teams on agile operating practices.

Design, build, and maintain end-to-end agentic intelligence systems that ingest social, on-chain, and ads data; create pipelines, semantic layers, and multi-step AI agents; ship full-stack apps and dashboards; collaborate with marketing and client teams to operationalize structured intelligence and measurable impact.

Remote commission-based insurance sales role handling warm leads. Conduct virtual appointments, advise individuals and families on coverage options, and close solution-based sales. Flexible scheduling with training and mentorship; full- or part-time.

Manage a portfolio of clients using isolved HCM, provide ongoing support, troubleshoot system issues, deliver training, advise on payroll/HR/benefits/time & attendance, document interactions in CRM, and identify upsell opportunities to increase platform adoption.

Lead client-facing analytics engagements: translate ambiguous business questions into data models, dashboards, and KPIs; write production-quality SQL and dbt models; build BI reporting; apply AI tools to accelerate analysis; drive proactive insights; set stakeholder cadence; and mentor junior analysts to ensure adoption and delivery.

The Principal will lead consulting projects, mentor teams, and manage senior-level client relationships while identifying high-value opportunities.

Own the full enterprise sales cycle, from prospecting through close, for mid-market and strategic accounts. Sell consultatively to operations, supply chain, IT, customer service, and executive stakeholders; manage complex buying processes, technical validation, negotiations, forecasting, and post-sale handoffs. Partner with founders and leadership to shape go-to-market strategy, messaging, positioning, and vertical expansion.

Drive enterprise sales of AI, data, cloud, database managed services, and production AI solutions across the Midwest. Build territory plans, generate new logos, expand accounts, manage Salesforce pipelines, and lead complex sales cycles from discovery through close. Co-sell with hyperscaler and OEM partners, engage executive buyers, develop proposals and business cases, and coordinate solutions, delivery, legal, and finance teams.

Build and expand Opply’s US supplier network by identifying, qualifying, onboarding, and negotiating with ingredient suppliers. Manage supplier and buyer relationships, pair supply with demand, drive quote-to-order conversion, and grow profitable order volume. Maintain supplier pricing, availability, product specifications, and certifications, including organic and GFSI requirements. Attend industry events, support sourcing and sales activities, and turn one-time opportunities into repeatable commercial partnerships.