Senior Manager of Software Engineering (Toast IQ)

• As a Senior Engineering Manager for Toast IQ, you will fundamentally redefine the value and partnership Toast can offer to businesses
• You and your team will build at the frontier of LLMs and agentic workflows, with a heavy focus on automating and improving the unglamorous work so that our customers’ daily focus can be more of what they actually love about the hospitality industry
• You will work closely with Design and Product to chart a course for thoughtfully designed and carefully crafted AI experiences that unify and expand the Toast ecosystem
• Shape and steer the technical vision and execution for Toast IQ, a high-growth and high-potential AI offering for every Toast customer
• Thoughtfully garden-tend the platform for internal teams to build and expand on top of. Better documentation, better feature lifecycle management, and better evaluation
• Break down large platform and product initiatives into clear, incremental milestones, then deliver measurable outcomes with consistency and quality
• Establish and uphold AI toolchain standards, architecture patterns, and best practices across the organization
• Coach and mentor engineers and managers, helping them grow technically and as leaders
• Operate effectively in a fast moving environment where experimentation, iteration, and platform stability must coexist
• Champion the use of AI tools and practices to accelerate development, improve team velocity, and pioneer new ways of building - setting the bar for what it means to be an AI-first engineering organization

Benefits

• Peer and company recognition programs
• Unlimited Vacation
• Sabbatical opportunity after five years
• Professional Development Reimbursement Program
• Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
• Various peer and company recognition programs
• 401(k) and matching
• Medical, Dental, & Vision Coverage
• Mental Health Benefits
• Subsidized backup childcare- Experience owning or contributing to internal developer platforms that support multiple product teams
• Interest and investment in where LLMs and agents can be the right tool for a customer need and rigor/principles around where they may not be
• Ability to translate broad strategic goals into clear technical roadmaps and execution plans
• 5+ years of experience leading high performing engineering teams in production environments
• Demonstrated success partnering with product and design stakeholders to deliver highly crafted experiences that map novel interaction patterns directly to a customer need
• Strength in modern backend architecture: thoughtfully designed API surfaces, microservices that scale safely, and performance that improves consistently
• Track record of mentoring engineers and building inclusive, high ownership teams
• Strong communication and leadership skills with experience influencing senior technical, product, and design leaders
• Fluency in modern mobile and web architecture, including component libraries, build systems, CI/CD, and microfrontend patterns
• Strength and familiarity with the toolchain that drives modern LLM and agent experiences: system prompts, harnesses, skills, tools, and evals