Top Tech Jobs & Startup Jobs in Chicago, IL

Lead ServiceTitan's accounting product domain, owning vision, roadmap, and AI-powered features across AP/AR, GL, and ERP integrations. Manage and grow senior PMs, collaborate cross-functionally, validate with customers, and measure product quality, adoption, and business outcomes.

Lead strategy and execution for ServiceTitan's Fintech product suite, owning roadmap, P&L, and product delivery for payments and embedded finance. Manage product teams, partner with engineering, negotiate commercial partnerships with processors and lenders, drive adoption and revenue, ensure compliance and risk controls, and report performance to executive leadership.

Manage a portfolio of ~35 enterprise, high-touch trade service customer accounts to drive adoption, value, retention, upsell/cross-sell. Build senior relationships, solve complex problems, analyze engagement data and KPIs, segment accounts, mentor others, and continuously improve product and processes.

Manage a portfolio of ~35 enterprise trades customers, build senior relationships, gather product usage insights, solve complex problems, drive adoption and upsell, analyze engagement/KPIs, segment accounts, and mentor new hires. Travel under 15%.

Manage long-term success of strategic, multi-location ServiceTitan customers through relationship building, training, adoption initiatives, product feedback, KPI analysis, escalations, business reviews, and onboarding support to drive satisfaction and evangelism.

Operate and modernize ServiceTitan’s production VoIP and telephony infrastructure to ensure 99.99%+ availability. Own SBCs, SIP trunking, media gateways, capacity planning, observability, incident response, interoperability testing, carrier/vendor management, compliance (e911, fraud detection), and automation (Python/Bash/Go). Participate in on-call rotation and collaborate with engineering and support teams to scale voice services and improve reliability.

Plan and execute multi-channel expansion campaigns to drive upsell, cross-sell, and product adoption across existing customers. Manage end-to-end campaign operations including audience segmentation, asset coordination, QA, deployment, performance tracking, and reporting. Collaborate cross-functionally to optimize campaigns and deliver measurable revenue growth.

Own onboarding, administration, configuration, and internal operational workflows for ServiceTitan Communications products. Define roadmaps, write PRDs and user stories, build AI-assisted prototypes, partner with cross-functional teams, and measure outcomes to reduce operational friction and improve adoption and reliability.

Lead and scale a global SRE team to ensure 4-9's availability, run 24x7 operations and incident command, own release management, capacity planning, performance tuning, and observability. Drive SRE practices, CI/CD, IaC, containerization, pre-production performance/DR constructs, and partner with engineering leadership to improve reliability, uptime, and operational processes.

Lead the design and implementation of end-to-end quality systems and testing frameworks. Own multiple testing layers (unit, integration, E2E, contract, performance, chaos), integrate automated tests into CI/CD, drive load/performance testing and monitoring, troubleshoot failures, apply AI tooling to improve workflows, and collaborate with engineers, PMs, and designers to improve coverage and reliability.