Top Tech Jobs & Startup Jobs in Chicago, IL

Manage five-week customer software implementations from kickoff through go-live. Serve as the workflow-focused customer contact, maintain project materials and schedules, mitigate implementation risks, lead working sessions and office hours, demonstrate best practices, and troubleshoot software and hardware issues involving ServiceTitan and integrated applications.

Lead design, development, deployment, and scaling of cloud infrastructure and SRE tooling. Build automation, CI/CD, observability, capacity planning, and reliability improvements; collaborate with product teams to define non-functional requirements and resolve production issues.

Manage the Ads product and platform lifecycle, define AI strategies, drive measurement and insights, and lead a PM team for performance marketing.

Lead the vision, strategy, and delivery for Communications Intelligence: build a cross-channel communications data platform, reporting, APIs, and Voice Intelligence. Define metrics, drive data quality and observability, design operational dashboards and workforce intelligence, prototype UX, align cross-functional teams, and mentor product peers to improve contact center outcomes and AI-powered insights.

Lead end-to-end execution of compensation cycles, conduct market analysis, design compensation programs, and partner with cross-functional teams to ensure clarity and efficiency in compensation strategies.

Own the enterprise integration and automation architecture across Finance, HR, Revenue, Billing, and Go-to-Market systems. Lead design reviews, engineering standards, governance, monitoring, technical debt reduction, and complex hands-on integrations using Workday Studio, Workato, Salesforce, Snowflake, and APIs. Guide distributed integration teams, manage escalations, support recruiting and development, and partner with senior stakeholders to prioritize automation initiatives and deliver resilient, production-grade solutions.

Lead operational and logistical execution for ServiceTitan’s annual Pantheon conference, owning sponsorship program management, internal booth strategy, and a 100,000+ sq ft expo hall experience. Coordinate sponsors, exhibit house vendors, booth design, revenue tracking, on-site operations, and cross-functional stakeholders to deliver a high-impact, revenue-driving attendee experience.

Lead the long-term technical vision and architecture for ServiceTitan's iOS platform. Design scalable mobile frameworks, define data access patterns via GraphQL, champion TCA, adopt Apple platform capabilities, integrate AI-assisted developer tools, drive cross-org alignment, mentor senior engineers, and set engineering standards for code quality, performance, testing, and extensibility.

Design, build, and maintain enterprise integrations and automation using Workato (primary) and middleware. Architect REST/SOAP APIs, webhooks, batch and event-driven workflows, and integrate ServiceTitan, Workday, Salesforce, and ERP systems. Monitor and support integration operations, lead vendor projects, implement AI/ML API-driven processes, produce documentation, and contribute to integration platform architecture and governance.

Manage long-term success of enterprise and franchise accounts by building relationships, coaching users, driving product adoption, gathering usage intelligence, leading onboarding and escalations, analyzing engagement KPIs, and collaborating with product and support to improve customer outcomes and evangelism.