Top Tech Jobs & Startup Jobs in Chicago, IL

Lead strategy and execution of data-driven paid acquisition across search, social, display, and affiliates. Manage budget allocation, team leadership, experimentation, AI-driven automation, channel launches, cross-functional reporting, and vendor/agency relationships to drive CAC, ROAS, LTV, and revenue growth.

The Senior Director of Customer Success leads the strategy for the department, enhancing the customer journey, retention, and performance standards while collaborating cross-functionally.

Lead strategy and operating model for bookkeeping, payroll, and tax services. Drive automation and AI adoption, establish scalable workflows and KPIs, grow and mentor a 25+ person team, and partner cross-functionally to align product, fintech, and go-to-market for seamless, compliant financial service delivery.

The Account Executive is responsible for onboarding service professionals to Housecall Pro, providing tailored solutions, delivering product demos, and ensuring great customer service throughout the sales process.

As a FinTech Mobile Product Manager II, you'll lead product strategy for mobile experiences, collaborating with engineering and design teams to enhance product offerings and drive growth.

Lead, coach, and develop a SaaS sales team to meet KPIs (Enrollment, Attended Demos, ASP, Churn, MRR). Drive sales strategy, performance management, training, client relationships, and team culture to achieve revenue targets.

Lead product management initiatives focusing on customer acquisition, onboarding, and retention. Drive product-led growth strategy and manage a team of growth product managers.

Lead strategy and operating model for a fast-growing bookkeeping service. Reimagine delivery using AI and automation, build scalable processes (month-end, reconciliation, quality control), define KPIs, grow and mentor a large remote team, and partner cross-functionally to align accounting solutions with business priorities.

Lead end-to-end data migration strategy and execution for complex franchise partners—perform discovery, map legacy data, troubleshoot imports, align stakeholders, and build scalable playbooks to standardize data delivery and ensure seamless platform transitions.

Lead design and scaling of corporate systems, IAM, HRIS, and enterprise integrations. Oversee security/compliance, vendor management, KPIs, and a team of information systems engineers to align technology with business priorities.