This is a hybrid role out of our Toronto Office Rightsline is building the AI-native platform for IP commerce. We are transforming how rights, royalties, and finance software works moving from a modern system of record into an agentic product model, migrating customers off legacy acquired products onto a unified platform, and rebuilding our operating rhythm around builders who can ship product end-to-end with AI as a native part of the craft. We are hiring a Senior Director of Product Management to run a portfolio slice including Rights, Royalties, Finances and/or Platform as a business-unit leader.

You will own the roadmap, commercial outcomes, and craft bar across these three pillars, and you will directly manage a bench of Lead PMs, Senior PMs, and Product Managers.You will be a champion of Rightsline's flat, builder-first PM operating model and of the AI-native product development lifecycle your team executes against. and you will be one of the leaders the ELT and board look to for confidence that product is compounding into commercial results. Set the multi-quarter direction, hold the quarterly plan, and make build-vs-buy-vs-partner calls across the portfolio independently. Rebalance headcount, priorities, and dependencies between Rights, Royalties, Finances and/or Platform as customer signal and commercial results dictate.

Named on architectural calls at the portfolio level in partnership with Engineering leadership.

Represent

Rightsline externally with strategic accounts, industry forums, QBRs. Customer-Driven Work That Drives Commercial Outcomes Product bets across the portfolio are judged on how they move commercial numbers, not on shipped feature counts. Personally develop customer relationships beyond scheduled QBRs.

Your habit of being close to real customers sets the standard for the team you manage; you carry a personal cadence of named-account discovery every quarter. Own the portfolio's customer feedback and win/loss loop with GTM leadership.



Translate what customers and the market are actually telling us into product bets and away from noise.

Sign off on portfolio-level launch claims for accuracy, compliance, security. Team Leadership – Direct IC Management Across the Portfolio Directly manage a bench of Lead PMs, Senior PMs, and Product Managers (typically 4–6 direct reports) across the Rights, Royalties, Finances and/or Platform Product Areas.

Coach

Lead PMs to be strategy owners and business-owners for their Product Areas, not delivery coordinators and coach Senior PMs and PMs on their own Product Area outcomes with the same rigor you carry the portfolio. Set the portfolio's craft bar: how discovery gets run, how launches are owned, how quality is measured. Every PM in the portfolio ships PRDs plus user stories plus working prototypes.

Champion the AI-Native Product Development Lifecycle Champion your team’s execution against the AI-native product development lifecycle. PMs who can ship discovery, PRDs, prototypes, and production-adjacent code with AI as a native part of the craft are one of the biggest unlocks for our company. you have your own hands on modern AI development tooling.

Portfolio

Strategy, Annual Planning & M&A; Own the portfolio's stake in platform investment and in customer migrations from acquired products onto our unified platform. Own the portfolio's operating relationship with peer leaders in Engineering, Design, Customer Success, Sales, Marketing, and Finance. Run the working cadence, resolve cross-team dependencies, and hold the seams so the portfolio ships as one product organization, not several.

Own the certification of product best practices, quality standards, adoption metrics,



and continuous-learning cadences that show up in board materials. 10–15 years of diverse product management experience in B2B enterprise SaaS, with 3+ years directly managing PMs – specifically managing individual-contributor PMs (Lead PMs, Senior PMs, PMs), not exclusively managing managers. This seat manages ICs.

Senior

Director candidates should have run one to two full annual planning cycles at the ELT and board level. ~ A track record of owning a portfolio slice, product line, or business unit end-to-end and moving its commercial outcomes including adoption, revenue, retention – not just shipping features. ~ Real experience leveling up a PM team materially: hiring the bar up, coaching operators into managers, and holding people accountable to a builder standard rather than a coordinator standard. ~ A clear point of view on how product management is changing in the age of AI, and evidence you have applied it to your own work and to your team's. Direct hands‑on use of up-to-date AI development tooling like Claude, Codex, Cursor, or comparable in your own daily workflow. ~ Experience running or contributing to platform investment decisions and to customer migrations off legacy or acquired products onto a unified platform. Comfortable with the commercial, technical, and change‑management shape of that work. ~ Prior contribution to M&A; activity like theses, diligence, integration planning is a strong plus. ~ You can frame a Product Area strategy for the ELT and board and a sprint tradeoff for an engineer in the same afternoon. ~ Rightsline is a PE-backed enterprise SaaS company mid-transformation; You are a champion of the builder era of product management. layered management, about coaching Lead PMs into strategy owners, and about the discipline itself evolving in the age of AI.

You use modern AI tooling in your own work and can lead your team through the shift by example. You are close to customers as a habit.

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