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.

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