Top Tech Jobs & Startup Jobs in Chicago, IL

Manage cross-functional client pipeline projects from kickoff through completion, coordinating sales, marketing, and operations stakeholders. Own Asana project boards, timelines, deliverables, risks, and scope across 3–6 client accounts. Support client strategy and account management conversations, translating business goals and campaign performance insights into actionable plans. The role requires strong communication, organization, strategic thinking, and familiarity with B2B SaaS, digital marketing, demand generation, paid media, creative, and CRM platforms.

Build agentic LLM systems that acquire, clean, validate, curate, and document large-scale biomedical datasets for multimodal model training. Develop reliable agent architectures, tooling, evaluation harnesses, quality-control workflows, and reproducible data pipelines. Collaborate with ML scientists, monitor distributed production pipelines, diagnose failures, and implement secure sandboxed execution with restricted access and audit logging.

Own quality engineering for high-throughput payment systems by architecting automated regression, performance, stress, and load testing. Build emulators for external payment systems, integrate quality gates into CI/CD pipelines, validate microservices, event-driven architectures, and databases, and use Prometheus and Grafana for observability. Apply AI-assisted testing, synthetic data generation, and edge-case analysis while mentoring engineers and preventing incidents through telemetry-driven testing and post-mortems.

Provides high-level executive support to the CEO and leadership team, managing complex calendars, travel, meetings, confidential matters, and follow-through. Writes and edits executive and company-wide communications, coordinates all-hands and leadership events, prepares Board materials, and supports change communications. Improves executive-office workflows using Microsoft 365, AI tools, templates, trackers, and repeatable processes.

Lead Roo’s sales organization and integrated revenue strategy across its veterinary staffing marketplace. Responsibilities include designing territory and coverage models, allocating headcount and budget, improving forecasting and quota attainment, scaling go-to-market playbooks, building enablement and coaching programs, managing CRM and sales tooling, planning organizational capacity, and aligning Product, Marketing, Finance, and Data around revenue priorities. The VP will also lead hiring, performance management, and major sales process and compensation transformations.

Own relationships and net revenue retention across 40–60 enterprise healthcare customers. Drive adoption, renewals, upsells, and cross-sells through account planning, executive check-ins, QBRs, forecasting, and consultative partnership. Monitor account health using Freshpaint, Looker, and HubSpot; coordinate cross-functionally to remove blockers and improve customer outcomes. Travel up to 30% for onsite visits, conferences, and company events.

Owns the end-to-end contract and legal document lifecycle, including maintaining MSAs and templates, redlining routine agreements, managing document control and data rooms, coordinating due diligence, tracking renewals, and supporting contract execution. Drafts investor, equity, trademark, and corporate filing documents while serving as an internal legal and paralegal resource. Partners with Finance, Compliance, Sales, People Operations, leadership, and outside counsel, escalating higher-risk legal matters as needed.

Leads a full-stack engineering team building AI-powered products and workflows for go-to-market functions. Responsibilities include engineering strategy, architecture, reliability, security, hiring, performance management, cross-functional discovery, prototyping, production delivery, and measurement. The role owns integrations across Salesforce, data platforms, product systems, and AI services while delivering measurable improvements in revenue, conversion, productivity, or quality.

Serves as the first point of contact for employee and leadership HR inquiries involving payroll, benefits, employee relations, HRIS, and recruiting support. Reviews HRIS tasks, supports background checks and E-Verify, maintains employee records, processes employment verifications, manages HR inbox requests, and provides administrative and specialized support to the HR Solutions Team.

Drive net-new business and account expansion among state, local, and education agencies. Own complex enterprise sales cycles from prospecting and discovery through demonstrations, negotiation, and close. Build territory plans, exceed quotas, conduct value-based presentations, collaborate with cross-functional teams, represent Everlaw at conferences and customer meetings, and travel regularly throughout the territory.