Senior Lead, Pricing

Shopify Inc.; Canada; Remote; CAD 150,000 - 230,000; Full time

Benefits offered by this job

Mastery-matched compensation

Flexible work, remote by design

Comprehensive health benefits

Parental leave

Job summary

Shopify Inc. seeks a Senior Lead for Product Pricing & Monetization to own pricing strategy for major merchant products, including Payments, Cross-Border, Retail POS, B2B, Plus and Enterprise.

You will frame problems, build AI-driven analyses, secure executive alignment, and drive end-to-end launches across markets. You will ground decisions in evidence from merchant segmentation, competitive benchmarks, willingness-to-pay research, and cross-functional insights, shaping scalable pricing

Qualifications

• Deep ownership of pricing and packaging in SaaS/payments with measurable impact.
• Strong analytical skills; build models from first principles and defend assumptions.
• Fluency in SQL and an AI-first approach to data analysis and tooling.
• Expertise in value-based pricing and willingness-to-pay research for multi-product offerings.
• Track record of owning pricing from strategy through launch and cross-functional alignment.
• High agency, judgment, and ability to navigate ambiguity.

Responsibilities

• Own global pricing and packaging strategy for product monetization across key offerings.
• Build commercial analyses, including margin, take-rate, and scenario modeling with Finance inputs.
• Ground pricing decisions in evidence from merchant segmentation, benchmarking, and willingness-to-pay research.
• Lead end-to-end initiatives: framing problems, executive alignment, cross-functional launches, and sales enablement.
• Set scalable pricing policies, guardrails, and AI-powered tooling to accelerate analysis and operations.
• Measure post-launch outcomes and translate learnings into better pricing decisions.

Skills

Pricing strategy

SQL

AI/ML

Stakeholder management

Analytics

Tools

AI-powered tools

Job description

Our Product Pricing & Monetization team defines the economic model behind how Shopify creates and captures value across our product suite, and how we grow with our merchants. As a Senior Lead, you'll own pricing strategy for some of Shopify's highest-impact merchant products, including Shopify Payments, Cross-Border, Retail Point of Sale, B2B, and our Plus and Enterprise offerings, across every market we serve.

This is a senior individual contributor role for a builder who owns pricing end to end: framing the problem, using SQL and AI to build the analysis, securing executive alignment, and driving cross-functional launch.

What You’ll Do

Own global pricing and packaging strategy for product monetization. Your portfolio may span Payments, Cross-Border, Retail, B2B and Plus and Enterprise plans, adapting to regional competition, regulation, and merchant needs.

Build commercial analysis from first principles, including scenario modeling, margin and take-rate analysis, and sensitivity testing, and partnering with Finance on revenue impact and forecast inputs.

Ground pricing decisions in evidence through SQL-driven merchant segmentation, competitive benchmarking, willingness-to-pay research, merchant interviews, and go-to-market insights.

Drive initiatives end to end: from problem framing and executive-level recommendations and approval, cross-functional launch, merchant communications, and sales enablement.

Set pricing policies, frameworks, and guardrails that scale, and build AI-powered tools that make analysis and operations faster and more repeatable.

Measure post-launch outcomes, turn learnings into better pricing decisions, and raise the team’s bar through shared frameworks and coaching.

What You Bring

Deep, hands-on pricing and packaging ownership, ideally in SaaS or payments, with pricing changes you’ve shipped and measurable impact you can demonstrate, whether your background is in product, growth, marketing, finance, strategy, or consulting.

Strong analytical skills: you build your own models from first principles, size opportunities and risks, and defend your assumptions under scrutiny.

Fluency in SQL and an AI-first way of working: you analyze large datasets, build merchant segments, and create tools and automation that scale your impact.

Expertise in value-based pricing, willingness-to-pay research, and competitive benchmarking for complex, multi-product offerings.

A track record of owning pricing from strategy through launch: aligning cross-functional teams, influencing executives without authority, and delivering rollout plans, merchant communications, and commercial enablement.

High agency and sound judgment: you find opportunities before being asked, thrive in ambiguity, and know when to analyze further and when to make the call.

Nice to Have

Background in fintech, payments, or financial services pricing.

Experience pricing bundles of hardware, software, and services, such as point of sale.

Experience in a global role with regional pricing complexity (EMEA, APAC, Americas).

Prior operator experience at a high-growth commerce, marketplace, or platform company.

About the discipline

Finance at Shopify

Every discipline at Shopify works close to real merchant problems. You'll join a team that owns meaningful scope, ships to a high bar, and helps millions of entrepreneurs start, run, and scale their businesses.

Growth and rewards

Mastery-matched compensation.

~Mastery

At Shopify, getting better at your craft and increasing your impact is how you grow. Twice a year, we assess both in our ~Mastery cycle, Shopify’s performance review. Achieving higher ~Mastery is a promotion, and when you earn a promotion your total rewards grow with it. Crafter and manager are equal paths, so you can pursue excellence in the craft you’re best at.

Total Rewards

With Flex Comp, your Rewards Wallet gives you agency over your compensation mix. Adjust your mix of cash, restricted share units, and stock options (including programs like Long-Term Equity)* to where it makes sense for you, and mix it up anytime as life and priorities change. Buying a house? Want more skin in the game? Just experimenting? It’s your call.

* Flex Comp program offerings vary based on location, role, and employment type. Full details are set out in our Terms & Conditions and related plan documents.

Built for real life

Room for the rest of your life.

Flexible work, remote by design

A flexible vacation policy means most Shopifolk can take the vacation days they feel they need to recharge.

If a change of everyday scenery is more your jam, Destination 90 means you can work from (almost) anywhere in the world for 90 days of the year.

Your setup

Your battlestation is your home base. Request the desk, chair, and AV gear you need to get shit done.

You need ‘em, we’ve got ‘em. Our health and welfare benefits may include health, dental, vision, disability, and life insurance depending on your country. If you’re in a country without a package, you'll receive a monthly allowance. We also offer mental health support for you and your dependents, including immediate and confidential services like counseling and coaching sessions.

Family support

We offer fertility benefits globally, along with paid parental leave to welcome a new family member.

The Life Story is how we understand the themes of your career journey so far, human to human. What you’ve learned, and how you made a difference. Show us the trophies and the bruises: the problems you’ve solved, the challenges you encountered, the decisions you made, and the lessons you learned along the way.