Head of Product

Responsiv•Chicago, IL

23h

About The Position

Responsiv is building a regulatory operating system for compliance, legal, and risk teams. The platform helps organizations manage applicable regulations, filter and route relevant alerts, translate legal text into actionable obligations, identify gaps in policies and controls, draft updates, track remediation, and understand regulatory context when existing policies do not cover a situation. The Head of Product shapes what Responsiv builds and why. This person sets product vision and roadmap, makes the product easy to use, intuitive, and polished, and ensures product quality—including AI-driven outputs—improves measurably with every release. The role partners closely with the Head of Regulatory Data, who owns the truth sets and serves as the arbiter of quality, and with AI Engineering, which owns AI deliverables. The Head of Product defines design vision and principles across modules, maintains a consistent design system, and establishes quality rubrics and regression gates for evaluation-driven development. They clarify user problems and success criteria, work with engineering and Regulatory Data to shape solutions, and keep priorities clear. They also lead the product organization by communicating a sequenced long-term roadmap, maintaining knowledge of the RegTech landscape, aligning cross-functional teams, and building a high-performing product team over time.

Requirements

At least 7 years of product management experience.
Experience owning strategy and roadmap for a B2B SaaS product.
Demonstrated experience shipping AI-driven products and using evaluations to measure and improve the quality of hard-to-measure outputs.
A high bar for intuitive, beautiful product experiences and a proven ability to drive customer adoption.
Experience partnering closely with engineering teams and domain experts to agree on outcomes and ship together.
Ability to communicate vision and priorities to internal and external stakeholders.

Nice To Haves

Experience in RegTech, legal tech, or financial services.
Familiarity with compliance, legal, or regulatory workflows.
Experience in financial services or similarly regulated industries is a strong plus.

Responsibilities

Define and communicate the long-term product vision and a clear, sequenced roadmap that balances innovation, differentiation, and commercial impact.
Make Responsiv easy to use, intuitive, and beautiful by defining design vision and principles for every module.
Set and enforce a high bar for intuitiveness, polish, and information hierarchy, and own a unified design system as the product scales.
Ensure product quality, including AI-driven content, improves measurably with every release.
Align the team and legal experts on shared quality rubrics, build regression gates into the development cycle, and report quality trends to the team and leadership.
Confirm each release improves against truth sets, flag areas that do not, and prioritize work that closes quality gaps.
Partner with AI Engineering and Regulatory Data to clarify problems, users, and success criteria and shape solutions together.
Provide appropriate context and keep priorities clear so teams remain aligned.
Maintain a deep understanding of the RegTech landscape.
Partner with engineering, Regulatory Data, sales, marketing, and customer success to drive alignment and execution.
Build a high-performing product team over time by hiring quality people quickly and ensuring they deliver.
Drive customer adoption through intuitive product experiences.