Senior Product Manager

Product Roadmap Management

· Maintain and communicate a clear, prioritized product roadmap across OffenderWatch's full portfolio of products - including OWL (our modern web platform), OW Express (remote registration), Public Portals, Booking Alerts, Mobile, and emerging AI modules

· Responsibility for a product portfolio in which platform modernization and technical debt are part of the full picture

· Translate business strategy, customer feedback, and market intelligence into a coherent roadmap that the entire organization can rally around

· Balance near-term delivery commitments against longer-term strategic initiatives, making tradeoff decisions transparently and with clear rationale

Requirements Definition and Management

· Own the full requirements process from discovery through acceptance - user stories, functional specifications, acceptance criteria, and edge case documentation

· Conduct structured discovery with customers, Law Enforcement Liaisons, and internal stakeholders to surface and validate requirements before committing engineering resources

· Maintain a well-groomed, prioritized backlog that gives engineering teams clear direction at all times, eliminating ambiguity as a source of delay or rework

Cross-Departmental Launch Readiness

· Lead product launch planning that goes well beyond engineering delivery - ensuring that Sales has positioning and enablement materials, Customer Success has adoption playbooks, Support has training and documentation, and Operations has implementation processes ready before features reach customers

· Define and own the "definition of done" at the organizational level, not just the engineering level

· Conduct structured post-launch reviews to capture what worked, what didn't, and what the next iteration should prioritize

Prioritization and Governance

· Implement and maintain a clear, consistent prioritization framework that balances customer commitments, strategic initiatives, technical debt, and regulatory requirements

· Facilitate regular product council or prioritization forums that give stakeholders a structured voice in roadmap decisions without creating committee-driven gridlock

· Communicate roadmap decisions - including what is not being prioritized and why - with clarity and consistency across the organization

Metrics and Outcomes

· Define and track product success metrics beyond delivery velocity - feature adoption rates, customer satisfaction impact, support ticket deflection, and revenue contribution

· Bring a data-informed mindset to prioritization decisions, using customer usage data, support trends, and commercial feedback to validate or challenge assumptions

AI-Enabled Product Management

· Integrate Claude into each stage of the product management lifecycle: synthesizing agency feedback and support trends, drafting PRDs, user stories, and acceptance criteria, preparing release notes and launch materials, and analyzing usage and adoption data

· Build and maintain reusable Claude workflows, skills, and prompt standards, connected to Jira, Confluence, and Microsoft 365, that the product team and adjacent departments can use consistently

· Define human review standards for AI-assisted work so requirements, documentation, and customer-facing content are accurate before they reach engineering or agencies

· Ensure AI use stays within CJIS Security Policy and company data-handling rules, keeping criminal justice information and offender PII out of any tool not approved for it

· Measure the impact of AI-enabled workflows on cycle time, requirements quality, and rework

What We're Looking For

Required:

· 5 years of product management experience in a SaaS environment, with demonstrated experience managing a portfolio of multiple products or modules simultaneously

· Proven ability to own and communicate a product roadmap in a resource-constrained environment where prioritization is genuinely hard

· Strong requirements discipline - you write clear user stories, you know how to conduct effective discovery, and you understand that a vague requirement is a future defect

· Experience leading cross-functional launch readiness processes that include Sales, Customer Success, and Support - not just engineering handoff

· Comfort operating in a company where product management processes are still maturing - you have built or significantly improved PM practices before, and you know how to bring structure without creating bureaucracy

· Excellent written and verbal communication skills - you can write a crisp one-pager for the CEO and a detailed PRD for engineering, and you know which one to use when

· Hands-on experience using generative AI tools such as Claude in day-to-day product work, with concrete examples of workflows you built that improved speed or quality

· Familiarity with compliance-driven product requirements (CJIS, FedRAMP, SOC 2, ADA/accessibility), and proven ability to evaluate compliance impact before a product ships

Strongly Preferred:

· Experience with government or public sector software, or other highly regulated vertical SaaS environments

· Experience working alongside a founder in a hands-on product leadership role

· Exposure to AI/ML feature development and the specific product challenges of bringing AI capabilities to non-technical end users

· Experience building Claude skills, MCP connectors, or agent workflows, or rolling out AI tools across a team with training and adoption support

· Proficiency with product management tooling (Jira, Productboard, Aha!, or similar) and the ability to implement consistent tool usage across the engineering organization

You'll thrive here if:

· You are energized by complexity and variety rather than overwhelmed by it

· You believe that product management's job is to make engineering more effective, not to advocate for features

· You are comfortable saying no - to customers, to sales, to leadership - when the reasoning is clear and the alternatives are well-considered

· You see AI as a way to raise the quality and consistency of product work, not a shortcut around judgment

· You take the mission seriously and want to work on software that matters