Checkout Content Manager at Lawdepot

WHAT THE ROLE DOES: As Checkout Content Manager, you will manage a team of Checkout Specialists to improve the full checkout journey, focusing on clarity, usability, and conversion. You will prioritize initiatives, optimize processes, and ensure consistent execution, turning insights into actionable improvements that drive revenue and enhance customer experience. You will partner closely with Data, Product, User Experience, and other cross-functional teams to identify high-impact opportunities, guide execution, and continuously refine the checkout experience based on results. This is a full-time permanent position, working 37.5 hours per week with opportunities in office or hybrid. WHAT YOU’LL DO: - Manage, lead and coach a team of Checkout Specialists focused on driving conversion and increasing customer lifetime value - Own the end-to-end checkout experience, including page flows, pricing presentation, subscriptions, and post-purchase touchpoints - Plan, prioritize, and manage the checkout roadmap, balancing quick optimization wins with long-term monetization and product initiatives - Review and approve content, layout, and experience changes to improve quality, clarity, and performance - Use qualitative and quantitative insights to understand customer behavior and drive improvements across the checkout experience - Build and manage a prioritized pipeline of improvements across the checkout journey - Set clear priorities, manage workload, and ensure timely delivery of checkout initiatives - Partner with analysts to identify opportunities and translate insights into clear, actionable initiatives for the team - Oversee and guide the team’s experimentation efforts, ensuring tests are well scoped, executed, and aligned with priorities - Partner with Pricing, Analysis, Product, User Experience, Pay Per Click and Engineering teams to align on priorities and deliver coordinated improvements - Communicate progress, priorities, and outcomes to stakeholders - Identify gaps in the checkout experience and drive continuous improvement initiatives - Develop playbooks and best practices to scale successful approaches across the team WHAT YOU BRING THE ESSENTIALS - Post-secondary education in Business, Communications, Writing, Marketing, Cognitive Psychology, or other relevant fields - Proven experience successfully leading and developing teams - Ability to successfully manage complex projects and deliver in alignment with key performance indicators - Experience owning workflows, prioritization, and execution across multiple initiatives - Demonstrated ability to adapt to an evolving business environment, balancing short-term challenges with a strategic focus on long-term growth - Strong background in conversion-focused content, UX, or checkout optimization - Understanding of consumer psychology, online marketing, and conversion optimization - Experience designing and running A/B testing programs and applying experimentation frameworks - Ability to translate business objectives into a structured, prioritized roadmap that delivers measurable outcomes - Excellent written and verbal communication skills, capable of aligning stakeholders across teams - High attention to detail and commitment to quality - Experience leveraging AI tools to improve workflows and efficiency - Interest and motivation to grow within the role and take on expanded responsibilities NICE TO HAVES - Familiarity with subscription models and pricing presentation - Experience working with Content Management System (CMS) tools and front-end environments - Experience working with Google Analytics or similar tools - Naturally curious and creative, always looking for opportunities to optimize checkout and customer experience 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) - Casual work environment - 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 and diversity. 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 [Upgrade to PRO to see link] We thank all applicants; however, only those selected for an interview will be contacted.