Top Tech Jobs & Startup Jobs in Chicago, IL

Lead PandaDoc’s content strategy and roadmap across formats (video, tools, webinars, customer stories). Partner with SEO, PMM, CX, and Brand Studio to produce and measure content that drives top-of-funnel attention and connects to pipeline and revenue. Set AI practices for content production, manage external contributors, and report performance to leadership.

Design, develop, test, and maintain web and mobile applications using .NET and Angular within an AWS and Agile environment. Implement AI-assisted tooling, agentic frameworks, RAG-style workflows, and UI prototypes; audit AI-generated code for quality and security; collaborate with cross-functional teams to deliver production-ready features.

Manage the full sales cycle for mid-market and enterprise clients: prospect, close, and nurture relationships. Collaborate with founders and marketing to shape GTM, create sales collateral and playbooks, and provide customer-driven product and positioning feedback to drive adoption and scale revenue.

Own and scale a North American enterprise sales pipeline for an industrial AI platform. Drive six-figure deals into multi-site, seven-figure programs, manage complex buying cycles, negotiate end-to-end, align GTM and forecasting, partner with Customer Success and Product, and work directly with the CEO to build the US commercial presence.

Provide ongoing technical support and development for Oracle NetSuite: maintain and develop SuiteScript 2.x customizations, troubleshoot and resolve script/integration/financial workflow issues, manage deployments across environments, monitor and fix bugs, support third-party integrations, and maintain technical documentation while collaborating with Finance and external partners.

Work with the COO to diagnose and solve high-leverage, cross-functional operational problems end-to-end. Build models, unit economics, dashboards, operating cadences, SOPs, and automation; partner with functional leaders and hand off durable systems so teams can run without you.

Oversee regulatory compliance programs and the Compliance Management System; conduct risk assessments and audits; govern policies; manage complaint handling, training, reporting, issue management, and regulatory exam responses; advise product teams and monitor regulatory updates.

Own portfolio health and governance for professional services: review status, risks, capacity, finances, and delivery metrics. Standardize lifecycle processes, lead reviews and remediation, drive resource planning and utilization, and produce executive reporting and dashboards.

Drive new revenue across an assigned territory by managing the full sales cycle, building long-term client and partner relationships, conducting demos, negotiating contracts, meeting pipeline and revenue targets, and coordinating handoffs to implementation teams.

Provide sophisticated estate and tax planning and administration for ultra-high-net-worth clients, designing advanced trusts and foundations, advising on estate, gift and GST tax strategy, overseeing probate and fiduciary compliance, coordinating with family offices and advisors, and counseling on business succession and multigenerational wealth structures.