Please note we're looking for someone who is willing and able to come into either our downtown Toronto office on a hybrid basis (3 days /week).Your RoleAs a founding Product Manager on the Onboarding team, you will define how Zip accelerates customer onboarding, activation, and expansion through AI-powered experiences. You will build the systems that turn product launches into sustained usage - compressing time-to-go-live, reducing configuration friction, and increasing customer velocity across the procurement lifecycle. You will transform onboarding, versioning, enablement, and adoption into scalable, intelligent, high-throughput product experiences. You will partner closely with Design, Engineering, Solutions Consulting, Customer Success, and Documentation to remove operational bottlenecks, improve discoverability, and make adoption truly self-serve at scale.
You Will- As a founding PM on the Onboarding team, you will define how Zip accelerates onboarding, activation, and expansion in its next phase of growth.
- Build AI-powered onboarding and configuration systems that reduce manual setup, detect issues proactively, and dramatically compress time-to-go-live.
- Own infrastructure such as sandbox environments, workflow versioning and promotion, and API/MCP/export frameworks - enabling customers to iterate safely while increasing deployment velocity.
- Define and evolve an AI-powered product adoption tooling and framework that improves feature discoverability, delivers contextual in-product guidance, and proactively surfaces expansion opportunities.
- Partner with Documentation and Education teams to embed AI-native guidance directly into the product experience - including dynamic "Getting Started" flows, troubleshooting assistance, and contextual recommendations.
- Work cross-functionally with Customer Success and Solutions Consulting teams to build reusable systems and processes that power scalable onboarding, rollout automation, and operational efficiency across the organization.
Qualifications- 2-4+ years of product management and 4-8+ years of overall professional experience; experience working on SaaS onboarding, activation or platform tooling is a plus.
- Ability to break down ambiguous operational and configuration challenges into structured systems and scalable solutions.
- Demonstrated comfort owning operationally intensive product areas - including migrations, versioning, enablement workflows, and cross-functional coordination - and turning repetitive processes into scalable frameworks.
- Ability to lead cross-functional initiatives across product, engineering, design, sales, customer success, and documentation teams, influencing without authority.
- Strong analytical skills and comfort defining measurable adoption and growth metrics.
- Exceptional written and verbal communication skills, with the ability to simplify complex technical concepts for diverse audiences.
- Bias to action, comfort with ambiguity, and the ability to thrive in a fast-paced, rapidly evolving environment where operational rigor and product thinking intersect.
Perks & BenefitsAt Zip, we're committed to providing our employees with everything they need to do their best work.
- Start-up equity
- 🦷 100% health, vision & dental coverage options
- Catered breakfast, lunch, & dinner
- Flexible PTO
- 🏋 ClassPass membership
- 🚍 Monthly commuter benefit
- 🚠 Team building events & happy hours
- Home office stipend
- 🛜 Phone/internet reimbursement
- Hybrid model + 5 flexible remote days per quarter
- Paid parental leave
- Fertility benefits
- 🧒🧒 Employee Assistance Program (EAP)
- Unlimited AI token usage
