Top Tech Jobs & Startup Jobs in Chicago, IL

Sell Airwallex's payments and financial platform to US SME customers across ecommerce, SaaS, and professional services. Manage full sales cycle from prospecting to close and initial ramp, conduct technical and commercial consultations, negotiate contracts, exceed revenue targets, and collaborate with internal teams to ensure smooth onboarding and successful customer outcomes.

Lead and scale a team of full-cycle Account Executives focused on SMB acquisition. Own revenue, pipeline health, deal quality, and execution velocity. Coach AEs on discovery, negotiation, and closing; enforce pipeline discipline, CRM hygiene, and metrics-driven operations. Partner with outbound and cross-functional teams to refine ICPs, improve win rates, and leverage data/AI and sales tools to improve forecasting and deal strategy.

Provide senior regulatory legal advice for Airwallex Americas on payments and financial services. Manage licensing, registrations, compliance obligations, regulator engagement, cross-border product support, regulatory strategy, and external counsel. Partner with product, compliance, risk, and commercial teams to enable market expansion and ensure timely regulatory filings while improving efficiency with AI and legaltech tools.

Lead the Data Access product for financial institutions: define vision and roadmap, prioritize features, manage full product lifecycle, collaborate with engineering, design, and marketing, analyze performance metrics, and iterate based on user feedback and market trends to meet company objectives.

Lead long-term technical strategy and execution across multiple teams, architecting and evolving foundational frontend/backend systems and platforms at massive scale. Drive AI/ML adoption, solve ambiguous, high-impact problems, remain hands-on in critical system design and implementation, and align senior leaders on roadmaps and engineering standards.

As a Senior Data Scientist, you will collaborate with cross-functional teams to drive AI/ML product development, analyze user data, and influence product strategies.

As a Group Product Manager, you will lead a team of Product Managers, define product strategy for Dropbox Sign, and collaborate with cross-functional teams to enhance customer experiences with document workflows.

Provide application support and troubleshooting, optimize operational processes, liaise between business and IT, analyze performance and reporting, and implement improvements to ensure operational effectiveness and reduced downtime.

Lead go-to-market strategy for Third Party Risk Management and Operational Risk products. Drive positioning, pricing, competitive intelligence, analyst relations, and GTM execution. Partner cross-functionally with product, sales, and executives to identify and validate new market opportunities, measure launch effectiveness, and own strategic recommendations.

Manage a high-volume small-market book (50-75 accounts, ≤250 lives) to drive engagement, satisfaction, and retention. Own day-to-day client and broker relationships, track KPIs, execute engagement plans, manage concurrent projects, triage issues cross-functionally, lead client meetings and presentations, and travel up to 20% for in-person sessions.

The Director of Regulatory & Compliance will lead the Governance, Risk, and Compliance strategy, manage regulatory obligations, and support product compliance in a remote setting.

The Staff Security Engineer will lead technical security design, ensure data protection standards, mentor engineering teams, and improve security infrastructure.

Build and scale customer-facing and backend systems for Upstart's Auto Secured Personal Loan product. Design eligibility, decisioning, funnel and workflow automation, collaborate with product, risk, and operations, deliver reliable production software in a regulated environment, and drive technical direction and observability for long-term platform expansion.

The Senior Performance Marketing Manager will oversee Direct Mail strategy for HELOC, optimize targeting, manage budgets, collaborate cross-functionally, and analyze campaign performance.

Own and build the full renewals function: manage end-to-end renewals, forecast and report pipeline health, lead executive negotiations, drive pricing and expansion, implement data-driven strategies and AI-assisted workflows, maintain HubSpot hygiene, and hire and develop a team while partnering cross-functionally with CSM, Finance, Product, Legal, and Sales.

Lead and execute remote technical implementations for dental practices from signing through go-live. Configure PMS integrations, set up remote access and network configurations, manage AWS-hosted Windows VMs/ETL, handle support volume, liaise with MSPs, and improve onboarding processes and automation while partnering with cross-functional teams.

The Global Tax Director will develop and manage Dandy's global tax strategy, focus on compliance, oversee indirect tax matters, and lead a team during rapid international expansion.

The Strategic Account Executive will lead sales efforts targeting large group practices and Dental Service Organizations, focusing on complex deals and stakeholder engagement while collaborating with an Inside AE and a dedicated sales support team.

Provide in-house corporate legal support for commercial, regulatory, and governance matters at a fast-growing cannabis SaaS/fintech platform. Draft, review, and negotiate commercial, banking, fintech, data licensing, and technology agreements; advise product, engineering, finance, and GTM teams on compliance, privacy, and risk; build contract templates and playbooks; support board and investor governance; manage outside counsel and regulatory matters.