Checkout Specialist

What the Role Does

Turn checkout insights into better customer journeys that improve conversion, user experience, and revenue.

As a Checkout Specialist, you will plan, build, launch, and analyze experiments across LawDepot’s checkout funnel. You will drive improvements to the customer experience by testing new ideas, managing a growing backlog of opportunities, and adapting quickly as team priorities change.

This is a great opportunity for a versatile, hands-on generalist who enjoys working in a fast, iterative, hypothesis-driven environment. You will use data, customer insights, competitive research, and conversion best practices to develop experiments that improve the customer journey while supporting team and business goals.

This is a full-time, permanent position working 37.5 hours per week, with the option to work hybrid from our Edmonton, Alberta office.

What You’ll Do

• Own checkout experiments end to end, from hypothesis and planning through build, launch, and analysis
• Create and implement content and layout experiments across selection, payment, and receipt pages, along with transactional emails
• Write clear, conversion-oriented copy that supports customer decision-making and aligns with team goals
• Utilize A/B testing to optimize presentation changes and improve the checkout experience
• Use experiment results, funnel data, customer segmentation, user research, and competitive research to form well-supported hypotheses
• Build production-ready assets for checkout pages
• Create specifications and Figma wireframes for larger launches across products and markets
• Evaluate experiment performance against goals and make evidence-based recommendations
• Manage experiment launches, updates, and takedowns through our internal content management system (CMS)
• Collaborate with Development, Product, UX Design, and Analysis teams to deliver successful project launches
• Structure content and page layouts to support localization and responsive experiences across devices
• Keep backlog statuses up to date and support reliable sprint planning, cycle-time tracking, and team visibility
• Work in short cycles, adjusting priorities as team and business needs evolve

What You Bring

The Essentials

• Post-secondary education in Business, Marketing, Communications, Consumer Psychology, or a related field
• Strong conversion-oriented writing skills, with the ability to write copy that supports measurable outcomes
• Experience taking digital experiments from planning through launch and results analysis
• Understanding of consumer psychology, online marketing, and conversion optimization
• Strong ability to learn new content management system tools, quickly and independently
• Working knowledge of HTML and CSS to build, adjust, and iterate on visual experiments and responsive layouts
• Practical Figma skills for creating clear wireframes, variants, and implementation-ready specifications
• Awareness of localization and device considerations when designing content and layouts
• Ability to interpret experiment results, funnel data, and usage patterns with sound judgment
• Strong organizational skills and attention to detail, with the ability to maintain clear and current project documentation
• Collaborative communication style, with the ability to work effectively with cross-functional teams

The Nice to Haves (Great if you have it and we’ll help you learn if you don’t)

• Ability to utilize AI tools to support drafting, ideation, analysis, prototyping, and workflow efficiency
• Experience using A/B testing or experimentation platforms, and reviewing performance reports
• Prior SaaS, eCommerce, subscription, or freemium monetization experience
• Background in technical writing, UX writing, or content design, with the ability to make complex information clear, useful, and customer-friendly
• Knowledge of conversion rate optimization (CRO) best practices and content optimization strategies

Why You Should Join the LawDepot Team

• Excellent total compensation package
• Comprehensive health and dental benefits, plus an additional Health Care Spending / Personal Spending Account
• Great work life balance (37.5 hour work weeks, flexible schedules, ability to bank hours)
• Three weeks paid vacation, plus bonus personal days
• Continuous learning opportunities, including LinkedIn Learning subscriptions and training budgets
• Company share plan
• Free catered lunches for the entire office
• Monthly social events for team members to enjoy (think axe throwing, rock climbing, board games, food trucks, trivia contests, and charitable activities)
• Work alongside talented, driven colleagues in a culture focused on quality, reliability, innovation, and growth
• Personal offices for focused work and to have your individual space (plus collaborative workspaces for when you want to meet with the team)
• Free and easily accessible parking
• Southgate Mall, Whyte Ave, and Calgary Trail restaurants are only minutes away
• Hybrid working arrangements for that balance between getting work done at home and engaging with others in the office

Who We Are

Join one of the fastest growing companies in Canada! LawDepot is proud to be a seven-time Growth 500 ranked organization and a major player in the Global legal solutions industry. Our mission is to modernize the legal document creation experience by empowering people with fast, easy-to-use, and professional solutions. With over ten million satisfied customers worldwide, over two million monthly website visitors, and billions of dollars saved on legal fees, you will be joining a team that is truly making a difference. At LawDepot, we foster a collaborative and inclusive learning culture that values excellence. Apply today and become a part of our exciting journey!

How to Apply

Apply for this job here or submit your application through our Careers page at

We thank all applicants; however, only those selected for an interview will be contacted.