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