Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full enterprise sales cycle for Fortune 2000 accounts across targeted verticals, from prospecting through negotiation and close. Carry and exceed quota, build qualified pipeline, manage forecasts and Salesforce CRM hygiene, and execute account-based strategies. Navigate complex stakeholder groups, engage executive buyers, represent Trackforce at industry events, and collaborate with Sales Engineering, Customer Success, Product, and Marketing. The role requires disciplined MEDDPICC selling and supports vertical go-to-market initiatives.

Manage property insurance client relationships from onboarding through renewal. Drive product adoption, workflow integration, and measurable outcomes using ZestyAI solutions. Maintain regular client communication, support business reviews, monitor usage and client health, identify expansion opportunities, and relay feedback to internal teams. Collaborate with Product, Risk Analytics, Data Science, Support, Marketing, and senior Client Success leaders while developing expertise in insurance workflows, analytics, and AI-enabled tools.

Own the full B2B sales cycle across the US and Canada, from outbound prospecting through closing, targeting photography studios. Build pipeline, conduct product demonstrations, communicate business value, exceed quotas, navigate objections, and collaborate with a BDR and CRO to develop the North American go-to-market strategy for a SaaS platform.

Own and grow Tiny Health’s healthcare provider sales channel, revenue target, pipeline, and sales team. Build a repeatable sales playbook, improve forecasting and CRM discipline, establish territories and compensation plans, coach representatives, deepen practitioner-segment penetration, and drive recurring account expansion. Partner cross-functionally with Marketing, Product, Science, and Clinical teams while representing the company at strategic accounts, conferences, and industry events.

Build and operate an AI-native software development lifecycle across planning, coding, review, testing, deployment, and incident response. Develop internal AI agents, shared harnesses, CI/CD gates, automated QA, code reviewers, and developer workflows. Embed with engineering teams, ship on their backlogs, drive adoption, remove infrastructure and tooling blockers, and measure improvements in throughput, quality, cycle time, cost, and developer experience.

Lead experience strategy and UX design for digital experiences. Conduct research, define personas and journey maps, facilitate workshops, create wireframes and prototypes, refine information architecture and design systems, support usability testing, and collaborate with cross-functional teams to connect user needs with client business outcomes.

Supports technical sales through product demonstrations, lead generation, customer outreach, solution design, technical guidance, and cross-functional collaboration. The role focuses on learning SaaS, data integration, and cloud solutions while helping understand customer requirements, communicate technical concepts, gather feedback, and improve customer engagement and adoption.

Analyzes client training needs, collaborates with subject matter experts, and designs, develops, maintains, and quality-assures training programs using the ADDIE methodology. Creates instructional materials, learning objectives, task lists, assessments, and on-the-job guides. Uses Qlarity and VISION to deliver solutions, gathers requirements, supports data setup, communicates with stakeholders, and manages project tasks remotely.

Performs standard and advanced secretarial and administrative duties under general supervision. Supports a manager or senior manager, completes independent project assignments, and applies department practices and district policies and procedures.

Lead business-unit accounting for a healthcare software company, overseeing close and financial reporting, ASC 606 revenue recognition, capitalized software, sales and use tax, receivables, SOX controls, audits, and technical accounting. Review centralized accounting work, resolve reporting matters, partner with cross-functional leaders, and improve processes through automation, AI-enabled tools, and accounting or billing-system implementations.