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Top Tech Jobs & Startup Jobs in Chicago, IL
Information Technology • Software
Conduct high-volume outbound prospecting through cold calls and targeted email sequences to engage mid-market and enterprise platforms generating $5M–$50M in revenue. Identify stakeholders, introduce ThriveCart’s customizable commerce and checkout solutions, qualify prospects, and create discovery meetings for sales leadership. Provide market feedback to executives while helping develop the company’s enterprise go-to-market strategy.
Top Skills:
Ai ToolsAutomationFintechHeadless CommerceLearning Management Systems (Lms)Payment ProcessingSaaS
Fintech • Financial Services
Record short vertical phone videos using provided scripts or guidelines; speak naturally on camera; film extra candid clips; deliver raw footage with good lighting and clean background; provide portfolio, location, languages, and availability when applying.
Sales
Own a portfolio of 80–100 EMEA customers, leading onboarding, adoption, ROI realization, technical issue resolution, training, and retention efforts. Partner cross-functionally with Sales, Marketing, and post-sales teams; provide customer updates, develop best practices and case studies, identify expansion opportunities, and coach customers on revenue, sales, marketing, and customer success operations. The role requires technical proficiency with JavaScript, HTML, CSS, Salesforce, and marketing automation platforms.
Top Skills:
CSSHTMLHubspotJavaScriptMarketoPardotRest ApiSalesforceSlackZoom
Edtech
Manages the full recruitment cycle, including proactive candidate sourcing and onboarding new hires. The role supports organizational growth by identifying strong talent in the market and requires excellent interpersonal skills, dynamism, and effective candidate-search abilities.
Transportation
Manage regulatory compliance for Onward’s multi-state transportation network. Lead market-launch readiness, regulatory research, filings, permits, driver and vehicle compliance, audit preparation, documentation, and ongoing compliance programs. Translate regulations into operational processes, controls, timelines, and workflows while tracking expirations, risks, dependencies, and corrective actions. Partner cross-functionally with Operations, Legal, Recruiting, Product, Sales, Finance, drivers, and vendors to maintain audit-ready records and support scalable expansion into new markets.
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Edtech • Healthtech • Information Technology • Hospitality
Owns ambiguous, cross-functional operational problems from diagnosis through resolution. The role analyzes data, improves workflows, evaluates AI and automation tools, designs scalable processes, and leads strategic initiatives across Operations, Product, Engineering, Customer Success, and customers. Success requires strong analytical ability, communication, ownership, root-cause investigation, and the ability to align stakeholders without direct authority.
Top Skills:
AIAutomationPythonSQL
Financial Services
Design, build, and operate scalable backend services for payments, cards, spend management, and compliance. Develop production-quality services and APIs, optimize databases, integrate AI and third-party APIs, and implement secure event-driven architectures. Own features from design through deployment and monitoring, contribute to reliability and CI/CD improvements, participate in on-call rotations, and collaborate with globally distributed engineering, product, compliance, and data teams.
Top Skills:
AnthropicAWSAzureCi/CdClaudeCursorDockerGCPGithub CopilotGoGraphQLGrpcKafkaKubernetesMongoDBNode.jsOpenaiPostgresPythonRabbitMQRedisRestTypescript
Edtech • Social Impact
Provides administrative and operational support for a regional fundraising team. Responsibilities include calendar and meeting coordination, donor and community event logistics, Salesforce data entry and reporting, gift processing, expense tracking, prospect and portfolio support, and advisory board administration. The role also coordinates communications, meeting materials, attendance tracking, and regional travel while supporting development leadership and volunteers.
Top Skills:
CanvaGoogle DriveGoogle WorkspaceMS OfficeSalesforceZoom
Energy
Own the Midwest territory by recruiting and managing channel partners, electrical distributors, VARs, and EV installers. Drive partner enablement, joint pipeline development, co-selling, negotiations, onboarding, and sales growth. Monitor regional EV infrastructure trends, utility incentives, and policies while collaborating with internal teams. The role is remote in the Midwest and requires travel to partner visits and industry events.
Top Skills:
Channel Management ToolsEv Charging InfrastructureSalesforce
Insurance • Software
Supports FP&A cycles including budgeting, forecasting, variance analysis, headcount planning, and executive reporting. Conducts strategic analysis, develops predictive models, creates visualizations, and translates complex data into actionable recommendations. Partners with senior leaders and cross-functional teams, consolidates data across systems, automates reporting, builds scalable analytical frameworks, and promotes data-driven decision-making. The role also helps modernize finance operations through AI tools, dashboards, and continuous process improvement.
Top Skills:
Accounting SystemsAi ToolsAi-Assisted CodingAnalytics CopilotsCRMDashboardsFp&A PlatformsLlmsOperational DatabasesReporting Tools
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