Senior Product Manager

Senior Product Manager, Application Product Chicago Hybrid | B2B SaaS | Legal Tech / Document Workflows Hybrid in Chicago. We are supporting a growing Chicago-based B2B SaaS business that is building the next generation of its platform following recent private investment. The role is focused on complex application workflows in a document-heavy environment. Users need to collect, organise, review, search, analyse, and act on large volumes of information, often in high-stakes legal and litigation workflows where accuracy, usability, reliability, and trust matter. This is a senior individual contributor role. The team is looking for someone who can shape product strategy, not just execute a roadmap. The right person will be able to identify customer and business problems, influence stakeholders, break strategy into a clear roadmap, and connect product decisions to measurable outcomes. What You’ll Own Product strategy and roadmap for complex application workflow areas Customer discovery and problem definition across document-heavy workflows Prioritisation across customer needs, business goals, technical constraints, and delivery trade-offs Close partnership with engineering, design, customer-facing teams, and product leadership Workflow improvements around search, review, metadata, permissions, collaboration, automation, and AI-enabled capabilities Product outcomes tied to adoption, efficiency, customer satisfaction, revenue, retention, or operational improvement Relevant Backgrounds Strong candidates may come from: eDiscovery or litigation platforms legal technology or legal workflow software document management or content management knowledge management or collaboration platforms legal research, drafting, or AI products contract lifecycle management or legal operations compliance, investigations, forensics, or regulated document review enterprise search, metadata, permissions, or document intelligence platforms What They’re Looking For Senior product management experience in B2B SaaS or complex workflow software Strong product strategy and roadmap ownership Evidence of identifying problems proactively, not just taking requirements Ability to influence senior stakeholders and align cross-functional teams Experience connecting product decisions to customer and business outcomes Comfort working with engineering and design on complex workflow problems Experience in document-heavy, data-heavy, regulated, legal, compliance, or enterprise environments AI, search, metadata, document intelligence, workflow automation, or legal tech experience would be a strong plus