Senior Product Manager II, Data and Reporting

About Us Wrapbook is a smart, intuitive platform that makes production payroll and accounting easier, faster, and more secure. We provide a unified payroll platform that seamlessly connects your entire team—production, accounting, cast, and crew—all in one place. Wrapbook empowers production teams to manage projects, pay cast and crew, track expenses, and generate data-driven insights, while enabling workers to manage timecards, track pay, and onboard to new projects from any device. Wrapbook brings clarity and dependability to production payroll, while increasing the productivity of your whole team. Trusted by companies of all sizes, Wrapbook powers payroll for some of the industry’s top production companies, including SMUGGLER, Tuff, and GhostRobot. Our growing team of 250+ people across the USA and Canada, including entertainment and technology experts from SAG-AFTRA, DGA, IATSE, Teamsters, Amazon, Microsoft, Facebook, and more. Wrapbook is backed by top-tier investors, including Jeffrey Katzenberg’s WndrCo, Andreessen Horowitz, and A* Capital. We have raised $130M and are in a strong financial position. The Opportunity – Senior Product Manager, Onboarding Group Do you love tackling complex, technically challenging problems? Are you a self-starter who thrives on solving real customer pain points? Do you bring a blend of strategic thinking, deep technical curiosity, and bias for action? Then this role is for you. We're looking for an experienced Senior Product Manager to drive one of Wrapbook's core product areas within our Onboarding & Lifecycle group — a role that blends strategic vision, deep technical partnership, and customer-first innovation. You'll define and execute product strategy, working closely with engineering and design to deliver delightful, compliant, and scalable solutions. At Wrapbook, you'll shape products that power the entertainment industry — helping productions of all sizes run smoothly while ensuring every worker gets paid accurately and on time. Depending on the team, this role may focus on core platform / tech enablement — owning cross-cutting systems like approval workflows, permissions, authentication, and notifications that every product team at Wrapbook depends on, or on worker hiring and onboarding flows — owning the end-to-end experience of how workers are invited, onboarded, and set up on productions. In either case, you'll work in a domain with high technical complexity, significant cross-functional surface area, and meaningful impact on Wrapbook's customers and internal teams. You'll partner with a tenured engineering team, a dedicated designer, and be a key product voice for cross-team questions in your domain. What You'll Do Own the roadmap and vision for your product area, aligning customer needs with company priorities. Partner closely with engineering and design to define requirements, scope solutions, and deliver high-quality features that solve meaningful problems. Collaborate cross-functionally with sales, business development, client operations, legal, and go-to-market teams to ensure alignment and readiness for launches. Develop a deep understanding of our customers and the production payroll domain to uncover insights, identify unmet needs, and inspire innovation. Define success metrics and use data-driven insights to guide prioritization and measure impact. Advocate for quality and compliance, ensuring that products meet the standards required in financial and regulated environments. Drive execution end-to-end, from discovery through launch, ensuring on-time, predictable delivery. Triage and prioritize cross-team inbound requests — multiple product teams interact with and depend on workflows and systems in your domain, and you'll manage competing demands as part of your roadmap. Use AI tools daily to accelerate your workflow — from discovery and analysis to writing, code comprehension, and prototyping. We expect our PMs to be builders, not just strategists. What You'll Have 5+ years of product management experience in a SaaS, fintech, or similarly complex technical environment. Proven ability to define and execute on product strategy with measurable outcomes. A technical orientation, so you're comfortable reasoning with engineering about systems, models, integrations, and data flows without heavy hand-holding. You are an active, daily user of AI tools to do your job. You use LLMs, AI-assisted coding tools, and AI workflows not as experiments but as core parts of how you ship product. You should be able to articulate specifically how AI has changed how you do PM work, and where it's headed. Experience collaborating with cross-functional teams (engineering, design, sales, operations, legal). Strong analytical and problem-solving skills with a bias toward action. Comfort working in areas of ambiguity—able to dive deep and become a subject matter expert. Excellent written and verbal communication skills. Clear, structured, decision-oriented writing. Strong critical thinker, creative problem solver, fast learner, and customer advocate with deep empathy for user needs. You have a track record of translating customer insights into elegant, scalable solutions, especially across operationally complex user journeys. Experience owning products with high cross-team surface area — whether platform/infrastructure systems that other teams depend on, or customer-facing flows that touch compliance, payments, and multiple stakeholder groups. Proven ability to manage competing priorities from multiple stakeholders and product teams simultaneously. Ability to independently leverage data to define, track, and measure product success - using tools like SQL, Pendo, Omni, or Snowflake to uncover insights and inform decisions. Extra Points if You Have Domain Expertise: Experience in payroll, fintech, or the entertainment industry, particularly working with complex compliance or regulatory requirements. Scale-Up Experience: Worked at a high-growth SaaS or scale-up company, helping to mature product processes while maintaining speed and agility. Platform Systems Experience: Experience with approval workflows, role-based access control (RBAC), permissions systems, or identity/auth products (Auth0, Okta, session management) in a multi-tenant SaaS product. Worker/Onboarding Systems Experience: Experience with user onboarding flows, hiring workflows, compliance document management (I-9, W-4), or multi-step form orchestration in regulated environments. AI Builder, Not Just User: Beyond using AI tools, you've built prototypes, internal tools, or workflows using LLMs, MCPs, or AI-assisted development tools. You tinker, experiment, and ship. Why Join Us At Wrapbook, creativity meets technology — and not just in the product. In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts. Benefits include: Unlimited Paid Time Off Work from anywhere in Canada and USA Health and Dental benefits Up to $1,500 USD/ $2,025 CAD towards IT set up for your home Up to 2% matching RRSP / 401K Learning and Development opportunities Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service Our Pledge to Fostering an Inclusive and Safe Workplace: Wrapbook pledges to be a harassment- and discrimination-free space for everyone, regardless of age, disability, ethnicity, gender identity or expression, nationality, neurotype, personal appearance, political affiliation, professional background, race, religion, or sexual identity or orientation. Apply Now Have we got your attention? Submit your application today and a member of our Talent team will be in touch with you shortly! #LI-Remote