Senior Product Manager

Watch Systems LLC is seeking a Senior Product Manager to own portfolio product execution in a hybrid setting in Mandeville, LA.

Responsibilities

• Maintain and communicate a clear, prioritized product roadmap across the full OffenderWatch portfolio: OWL (modern web platform), OW Express (remote registration), Public Portals, Booking Alerts, Mobile, and emerging AI modules
• Own a product portfolio that includes platform modernization and technical debt as first-class roadmap inputs
• Turn business strategy, customer feedback, and market intelligence into a coherent roadmap the organization can align around
• Balance near-term delivery with long-term strategic initiatives and make transparent tradeoff decisions with rationale
• Own the end-to-end requirements lifecycle from discovery through acceptance: user stories, functional specifications, acceptance criteria, and edge case documentation
• Run structured discovery sessions with customers, Law Enforcement Liaisons, and internal stakeholders before committing engineering resources
• Maintain a well-groomed, prioritized backlog that provides engineering with unambiguous direction to reduce delay and rework
• Lead launch planning beyond engineering delivery:
  • Enable Sales positioning and materials
  • Provide Customer Success adoption playbooks
  • Prepare Support training and documentation
  • Ensure Operations has implementation processes before release
• Define and own organizational-level “definition of done”, not only engineering-level criteria
• Conduct structured post-launch reviews to capture what worked, what did not, and what the next iteration should prioritize
• Implement and maintain a prioritization framework balancing customer commitments, strategy, technical debt, and regulatory requirements
• Facilitate product council or prioritization forums to give stakeholders a structured voice while avoiding committee gridlock
• Communicate roadmap decisions clearly, including what is not being prioritized and why
• Define and track success metrics beyond delivery velocity:
  • Feature adoption rates
  • Customer satisfaction impact
  • Support ticket deflection
  • Revenue contribution
• Use data to inform prioritization decisions using customer usage data, support trends, and commercial feedback
• Integrate Claude across the product management lifecycle:
  • Synthesize agency feedback and support trends
  • Draft PRDs, user stories, and acceptance criteria
  • Prepare release notes and launch materials
  • Analyze usage and adoption data
• Build and maintain reusable Claude workflows, skills, and prompt standards connected to Jira, Confluence, and Microsoft 365
• Set human review standards for AI-assisted work so requirements, documentation, and customer-facing content are accurate before engineering or agencies
• Ensure AI use stays within CJIS Security Policy and company data-handling rules so criminal justice information and offender PII do not enter unapproved tools
• Measure the impact of AI-enabled workflows on cycle time, requirements quality, and rework

Requirements

• 5+ years of product management experience in a SaaS environment
• Proven experience managing a portfolio of multiple products/modules concurrently
• Proven ability to own and communicate a product roadmap in a resource-constrained environment where prioritization is difficult
• Strong requirements discipline: writing clear user stories, conducting effective discovery, and understanding why vague requirements become future defects
• Experience leading cross-functional launch readiness involving Sales, Customer Success, and Support
• Comfort operating where product management processes are still maturing, including the ability to improve PM practices without adding bureaucracy
• Excellent written and verbal communication, including the ability to create a crisp CEO one-pager and a detailed PRD for engineering
• Hands-on experience with generative AI tools such as Claude, with concrete examples of workflows that improved speed or quality
• Familiarity with compliance-driven product requirements including CJIS, FedRAMP, SOC 2, and ADA/accessibility, plus the ability to evaluate compliance impact before shipping

Technologies

• Claude
• Jira
• Confluence
• Microsoft 365
• PRDs
• CJIS
• FedRAMP
• SOC 2
• ADA

Benefits

• Competitive base salary commensurate with experience
• Annual performance bonus
• Equity participation
• Full benefits including health, dental, vision, and 401(k)
• Hybrid work arrangement with flexibility for the right candidate

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 engineering

You’ll Thrive Here If

• You are energized by complexity and variety rather than overwhelmed by it
• You believe product management makes engineering more effective, not just advocating for features
• You are comfortable saying no to customers, sales, and leadership with clear reasoning and well-considered alternatives
• You view AI as a way to raise quality and consistency of product work, not a shortcut around judgment
• You take the mission seriously and want to work on software that matters