Top Tech Jobs & Startup Jobs in Chicago, IL

Own customer deployments for Cassi by mapping operating-company workflows, building integrations and ETL pipelines, developing custom automations, and ensuring reliable live operations. The role combines hands-on TypeScript and Node.js engineering with customer-facing implementation, debugging, data reconciliation, incident response, and product feedback. This founding engineer will define the forward-deployment function, determine which solutions should become core product capabilities, and potentially build the future team.

Serve as the primary customer liaison for revenue cycle management services, building relationships and driving satisfaction, retention, and advocacy. Analyze performance metrics, identify trends, provide actionable reports, resolve customer issues, and recommend workflow improvements. Collaborate with billing, operations, product, and other internal teams to optimize service delivery. The role requires deep revenue cycle expertise, customer engagement skills, strong communication, and up to 10% overnight travel.

Leads lifecycle marketing and customer retention strategy across engagement, winback, personalization, segmentation, experimentation, and owned channels. Builds and develops a high-performing team, partners cross-functionally to improve customer experiences and lifetime value, translates data into executive insights, and establishes the lifecycle marketing roadmap, capabilities, technology, and processes for sustainable growth.

Lead design and delivery of large-scale, cloud-native services powering millions of devices. Architect solutions for scalability and integration, own full service lifecycle in Kubernetes, mentor engineers, participate in on-call support, and drive engineering best practices across cross-functional teams.

Leads the end-to-end customer support organization, owning service-level performance, case resolution, quality assurance, workforce planning, tooling, and operational scalability. Builds technically skilled support teams, career ladders, training systems, and high-performance culture. Partners with Product and Engineering to turn support insights into roadmap improvements and reduce future case volume. Establishes data-driven processes, dashboards, AI-assisted resolution oversight, and strategic operating models for a growing SaaS healthcare platform.

Leads product strategy, roadmap development, prioritization, product metrics, and go-to-market execution for a marketing planning and analytics platform. Manages and coaches product managers while acting as an individual contributor on key initiatives. Partners with the CEO, engineering, sales, marketing, and leadership teams to deliver API-based, data-heavy statistical and machine learning products for technical B2B SaaS customers.

Provides customer onboarding, tier-one technical support, training, troubleshooting, and service coordination for digital dentistry, CAD/CAM, imaging, hardware, and software products. Maintains knowledgebase articles, databases, reports, documentation, and task tracking. Coordinates installations, vendor support, equipment updates, staff assignments, and customer issue escalation while partnering with sales, field technicians, trainers, and internal teams.

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.