Top Tech Jobs & Startup Jobs in Chicago, IL

Entry-level technical sales role with a two-year mentorship program leading toward Technical Sales Representative promotion. Supports sales representatives and regional leadership through lead generation, quoting, follow-ups, customer engagement, CRM maintenance, product training, demos, and supplier collaboration. The role develops expertise in mobile hydraulics, technical solutions, application engineering, and sales processes while meeting activity metrics. Work is hybrid between remote and field settings, involving regular regional customer travel and occasional overnight stays.

Manage growth for up to six beverage alcohol and CPG brands across Chicago-area territories. Build relationships with on- and off-premise buyers and operators, expand distribution, conduct staff trainings and menu placements, participate in distributor ride-alongs, track activities and KPIs in a CRM, and coordinate with executive sales leadership.

Leads consulting workstreams from ambiguous client challenges through structured plans, workflow models, operating improvements, and actionable deliverables. The Principal uncovers how organizations operate, identifies inefficiencies, applies AI-enabled tools and experimentation, mentors analysts, and drives high-quality outcomes across engagements.

Generate qualified US sales pipeline through outbound prospecting, account research, multi-channel outreach, inbound lead qualification, event follow-up, and discovery meeting booking. Maintain CRM hygiene in HubSpot, test messaging, analyze conversion data, and share insights to improve sales playbooks. The role targets enterprise Research, UX, Product, and Design leaders and offers a path toward Account Executive responsibilities.

Sell memberships and deliver high-energy member experiences in a dynamic gym. Meet sales goals through prospecting, tours, outreach, and education while working on-site and supporting club operations.

Design and build scalable data infrastructure, including lakehouse architecture, ClickHouse deployments, ETL/ELT pipelines, and data models connecting Postgres with analytics systems. Establish data quality, observability, performance, cost, and reliability standards. Collaborate with product and engineering teams, define data contracts and specifications, support real-time analytics, and use AI-assisted coding and LLMs to accelerate pipeline development and transformation.

Remote, VA-approved cybersecurity job-readiness training for U.S. military veterans. The program provides hands-on instruction in incident response, risk management, threat hunting, product security, and network security, along with simulated job tasks, projects, enterprise systems, certifications, career coaching, and employer connections. Participants complete a counselor assessment, one-way interview, acceptance process, and City University of Seattle registration.

Leads strategic distribution and business development across broker dealers, RIAs, TAMPs, managed account platforms, and wealth technology ecosystems in the Midwest. Builds enterprise relationships, drives platform approvals and adoption of model portfolios, multi-asset and alternative investment solutions, and grows assets, revenue, and advisor engagement. Partners with investment, research, alternatives, and wealth solutions teams, develops account strategies, supports field sales, and represents Wilshire at industry and executive events.

Manage a portfolio of SaaS managed-services clients, develop customer success strategies, drive product adoption, retention, upsell and cross-sell opportunities, and resolve complex issues. Collaborate with Sales, Product, Support, Managed Services, and leadership teams to improve customer experiences. Conduct reviews, analyze customer data, deliver onboarding and training initiatives, and support dental practices with comprehensive digital marketing strategies.

Lead operational performance for more than 50 bakeries across a designated region. Responsibilities include guiding district and store managers, managing budgets, labor, expenses, EBITDA, sales performance, talent development, succession planning, customer experience, store productivity, marketing execution, and cross-functional partnerships. The role requires extensive multi-unit restaurant or retail leadership experience, strong P&L and workforce planning expertise, technology proficiency, and frequent regional travel.