Senior Manager, Web Experience Design

Summary

Join Toast as a Senior Manager of Web Experience Design and lead a team of designers in creating compelling user experiences for our marketing web ecosystem. Partner with various stakeholders to execute the web roadmap, manage design efforts across marketing-owned web properties, and elevate the Toast brand through consistent design. You will also be deeply involved in hands-on design execution, leveraging data and user research to inform design decisions. This role requires strong leadership, communication, and design skills, along with experience in a fast-paced environment. The ideal candidate is proactive, creative, and passionate about Toast's mission. A competitive salary and benefits package are offered.

Requirements

• 8+ years of relevant web design experience, with at least 2 years in a leadership role
• Proven ability to lead and mentor designers in a fast-paced, collaborative environment
• Strong communication and storytelling skills—able to present ideas and strategies to stakeholders and influence outcomes
• A strong portfolio showcasing mastery of UI and UX principles spanning design systems and modular development, user research, information architecture, interaction design, accessibility, and more
• Deep understanding of designing within real-world technical constraints, CMS workflows (experience with Contentful a plus), SEO considerations, and analytics frameworks
• Ability to think strategically about the full user journey and the role of web experience within the broader marketing and brand ecosystem
• Track record of delivering high-quality, scalable design solutions that balance brand, user experience, and business goals
• Strong conceptual thinking paired with exceptional design craft
• Excellent project management skills and ability to balance creative vision with business needs

Responsibilities

• Partner closely with Web Strategy and Web Engineering leads to shape and execute the web roadmap, driving business impact through compelling user experiences
• Lead design efforts across all marketing-owned web properties—including core web pages, campaign experiences, digital tools, and content hubs
• Elevate and influence the Toast brand through thoughtful application and evolution of brand systems, ensuring design quality and consistency across web experiences
• Manage, coach, and develop a team of designers, fostering a culture rooted in creativity, continuous learning, and design excellence
• Stay deeply involved in hands-on design execution (~50% time) to model craft, quality, and attention to detail
• Leverage data, user research, SEO insights, and industry best practices to inform design decisions and advocate for innovative, user-centered solutions. Continuously analyze performance, iterate on experiences, and take calculated risks to drive engagement and conversion
• Develop scalable design solutions, tools, and processes that improve team efficiency and impact
• Clearly communicate design concepts and decisions to stakeholders, influencing strategy and direction at multiple levels of the organization

Preferred Qualifications

• Are proactive, self-motivated, and take initiative without needing direction
• Bring creativity and curiosity to challenge the status quo of B2B marketing design
• Excel in ambiguous, fast-moving environments
• Have experience designing for SaaS platforms and/or B2B audiences
• Have worked on multi-language and multi-geo web properties and understand the nuances of localization
• Are deeply passionate about Toast’s mission and excited to contribute to its growth

Benefits

• Health insurance
• Retirement benefits
• Paid time off
• Remote work, flexible hours
• Life and disability insurance
• Bonuses and incentives
• Professional development opportunities
• Wellness programs
• Family and parental leave