Top Tech Jobs & Startup Jobs in Chicago, IL

Provide broad in-house legal counsel for product and business teams, focusing on commercial contracting, payments/FinTech regulatory issues, privacy, healthcare compliance, IP, and disputes. Draft, negotiate, and manage agreements; improve contract templates and legal processes; partner with Sales, GTM, and Legal Operations to enable faster deals and build scalable workflows. Operate autonomously while escalating high-risk or strategic matters.

Lead the fintech product roadmap for payments, capital, POS, reconciliation, and fraud tooling. Own in-person payment experiences, payment reliability, financial logic, and reconciliation reporting. Partner with engineering, risk, finance, and CX to scale infrastructure, automate settlement and reconciliation, reduce manual review, and translate early-stage fintech capabilities into reliable customer-facing products using data and customer insight.

Own the end-to-end vision and roadmap for Boulevard's AI Receptionist. Define how AI handles voice and text client interactions, design handoffs to humans, set success metrics (autonomous resolution, CSAT, adoption, retention), drive business outcomes and pricing, gather deep customer insight from self-care businesses, and lead cross-functional teams to deliver trustworthy, high-quality AI conversational experiences.

The Senior Salesforce Developer will lead the Salesforce platform's technical health, focusing on quote-to-cash workflows and revenue operations while managing integrations and system migrations.