Senior Web & eCommerce Strategist, Digital GTM

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. The Sr. Web eCommerce Strategist, Digital GTM is a high-energy, execution-focused role within Toast’s Digital GTM Web eCommerce team. You will drive new business success metrics (MQL and eCommerce conversion rate optimization) across Toast’s website platforms. You will be working at the intersection of CMS-driven content/UI experiences and rigorous A/B testing to increase Toast visibility, inbound lead generation, and self-service purchase. This role partners closely with Growth Marketing, Design, Engineering, Product Marketing, Marketing Operations, and Analytics to ship experiments that move the needle on funnel performance. A day in the life (Responsibilities): Execute and optimize CRO on web funnels across US and INTL properties—from SEO AEO discovery/visibility through inbound lead generation and self-service purchase completion. Build, launch, and analyze A/B text experiments that improve traffic, traffic-to-MQL, and purchase conversion rates. Partner with CMS (Contentful), UXD, and front-end engineering teams to create, iterate, and build high-performing and interactive experiences and workflows. Leverage product analytics tools (e.g., Heap, Sigma) to develop hypotheses, monitor funnel health, identify drop-off points, and translate data into clear experiment briefs. Write clear user stories, requirements, and test plans for Design and Engineering partners, translating growth strategy into actionable sprint-ready work. Support Web lead with maintaining the digital growth roadmap and communicating experiment results, funnel insights, and performance narratives. Collaborate cross-functionally with Product Managers, Designers, Engineers, Analytics, and Marketing to ensure seamless customer journeys across web flows. Stay current on CRO best practices, CMS capabilities, and experimentation frameworks, bringing fresh ideas and external benchmarks to the team. What you'll need to thrive (Requirements): 5+ years of experience in digital marketing, conversion rate optimization, eCommerce, or digital product strategy. Innovator’s mindset: you have experience trying new AI technologies and tools to see if it assists in your workflow and/or deliverables to prospects. Hands-on experience managing content on CMS-enabled surfaces (e.g., Contentful, WordPress, or similar headless CMS platforms). Demonstrated experience designing, executing, and analyzing A/B tests or multivariate experiments with measurable business impact. Strong analytical skills with proficiency in product analytics tools (e.g., Amplitude, Hex, Google Analytics) and comfort building dashboards or reports to track funnel performance. Excellent communication skills- you can translate complex data into clear insights and write sharp briefs that Design and Engineering teams can act on. Growth ownership mindset: you identify opportunities, move fast, and execute end-to-end. Nice to Haves: Experience working in a B2B or B2B2C SaaS environment, ideally within a multi-product portfolio company. Familiarity with experimentation platforms (e.g., Optimizely, LaunchDarkly, or similar feature flagging tools). Prior experience with headless CMS architectures and component-based content delivery. Exposure to freemium or free trial conversion models. Exposure to chatbot optimizations and flow buildouts. Proficiency with tools such as Figma, Jira, or Asana for cross-functional collaboration. Experience in the hospitality, restaurant, or vertical SaaS space. AI at Toast At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empower ... (truncated, view full listing at source)