Top Tech Jobs & Startup Jobs in Chicago, IL

Lead a team of 8–10 Enterprise Customer Success Managers to drive retention, expansion, product adoption, and measurable ROI. Provide coaching, set metrics and operational rigor, manage risk, collaborate cross-functionally, influence product strategy with customer feedback, hire and scale the team, and report on strategic priorities aligned with company OKRs.

Manage a portfolio of ~20 strategic enterprise customers enrolled in Max, acting as executive-facing advisor to drive automation adoption, measurable growth, retention and expansion. Build Executive Success Plans, conduct executive business reviews and onsite engagements, partner with Max Specialists and Product, and use usage data and KPIs to recommend growth strategies and mitigate risk. Travel nationwide (~30%) for onsite workshops and field observation.

The Sales Development Flex Manager leads and develops teams of SDRs, drives pipeline strategy, recruits talent, and maintains performance metrics across the organization, adapting to various team needs and supporting high-impact projects.

Lead and grow a 3–10 person product design team to deliver enterprise SaaS UX across strategy and execution. Drive hiring, mentorship, design processes, AI-assisted prototyping, accessibility, UX measurement, cross-functional collaboration, and product roadmaps to achieve measurable business impact.

As a Customer Success Manager, you will manage client relationships, drive product adoption and retention, and ensure client success through data-driven strategies and collaboration with cross-functional teams.

Lead AI/ML initiatives, develop and deploy models, manage teams, and align projects with business goals while educating stakeholders on AI/ML benefits.

As a Sales Development Representative, you'll qualify leads, schedule demos, and engage clients to drive revenue growth while receiving extensive training.

Lead the engineering team at ServiceTitan, owning technical vision, improving systems, mentoring engineers, and collaborating with cross-functional teams to enhance product performance and reliability.

The Principal Executive Recruiter leads full-cycle searches for senior executives, acts as a strategic advisor to C-suite, and builds a talent pipeline while utilizing market intelligence. This role involves managing confidential searches and presenting detailed candidate data to senior leaders.

Lead and build a data science team to develop production AI across operations and post-sales product experiences. Own roadmap, deploy agentic systems and forecasting, partner with stakeholders, ensure production reliability, evaluation, and business impact, and communicate results to executives.