Top Tech Jobs & Startup Jobs in Chicago, IL

The Account Executive is responsible for full-cycle sales, managing pipelines, demonstrating products, negotiating contracts, and documenting activities using Salesforce.

Provide ERISA legal advice for customer teams and product development at a fintech company focused on retirement plans, ensuring compliance and operational efficiency.

Lead full-cycle technical recruiting for engineering, product, and AI adoption roles. Partner with hiring managers to design pipelines, integrate recruiting tools (Greenhouse, LinkedIn Recruiter, BrightHire), leverage AI for sourcing, manage interview calibration, track funnel metrics, and own offer negotiation through onboarding to attract elite engineering talent.

Lead Human Interest's commercial legal function: draft, structure, and negotiate customer, vendor, partnership, and SaaS agreements; advise business teams with practical risk-based guidance; scale the function via CLM and AI tooling, templates, and playbooks; support new product commercial terms and broader corporate projects.

As a Senior Software Engineer, you will create and optimize 401(k) plan systems, enhance user experience, and ensure system reliability for a fintech company focused on retirement benefits.

Design and implement cloud management infrastructure and CI/CD pipelines, build tools, and ensure high software quality while collaborating with the engineering team.

The Accounting Manager role involves overseeing financial close activities, managing accounting functions, developing policies, collaborating across teams, and leading automation projects.

Manage and enable payroll integrations for clients across 400+ payroll providers, troubleshoot data and system issues, validate payroll data and contributions, guide clients through data transmission, draft procedures, ensure regulatory compliance (SEC, DOL, IRS), and drive process improvements across cross-functional teams.

Support day-to-day administration of 401(k) plans by reconciling account and transaction data, tracing transactions through the recordkeeping lifecycle, serving as a subject-matter resource, triaging assignments, and driving process improvements across multiple operational platforms to ensure accurate, timely plan transactions.

Own full-cycle sales from demo to close for SMBs in Eastern/Central time zones. Prospect, build pipeline, demo the platform, negotiate contracts, and record activities in Salesforce while meeting quota and using sales tech tools.