Toast · 2 weeks ago
Senior GTM Engineer, AI Innovation
United States
Full-time
Remote
Senior Level, Lead/Staff
$115K/yr - $184K/yr
10+ years expToast creates technology to help restaurants and local businesses succeed in a digital world. They are seeking a Senior GTM Engineer with a focus on AI Innovation to set the strategy and manage the systems that transform their go-to-market teams' operations, leading cross-functional initiatives and driving AI integration.
LogisticsPaymentsRetailFood and BeverageSaaSDeliveryFood DeliveryPoint of SaleRestaurants
Responsibilities
Own the AI-in-GTM strategy and roadmap. Define and maintain a multi-quarter portfolio of AI initiatives across Marketing, Sales, and Customer Success — prioritized against revenue-direct, revenue-adjacent, and strategic/foundational tiers
Lead build-vs-buy at the portfolio level. Drive evaluation, business case, and final recommendation for major AI investments. Defend the call to executive stakeholders even when the conclusion is politically inconvenient
Design and manage governance. Define governance for AI solutions across GTM at scale - what makes it to production, how is it maintained and monitored
Architect and ship reusable GTM infrastructure. Partner with engineering (BTT and platform teams) to design connectors, MCP servers, and data pipelines that surface AI insights inside Salesforce, Gong, Slack, Google Drive, Marketo, and Snowflake — where reps already work
Run AI pilots from POC to scaled adoption. Lead Voice AI SDR pilots, inbound enrichment, Intercom AI chat, outbound prospecting, and Generative Engine Optimization (GEO) from hypothesis through deployment, with clear success criteria and structured eval frameworks
Drive AI enablement and adoption at org scale. Move the marketing and sales orgs from 'directive to use AI' to fully integrated workflows. Design stepping-stone adoption paths, not mandate-to-automation leaps
Build evaluation frameworks for production AI. Stand up prompt evals, agent benchmarking, regression testing, and quality scoring so AI systems are measured against ground truth and human baselines — not vibes
Lead cross-functionally without direct authority. Align Demand Gen, SDR Ops, Product Marketing, Sales Ops, and Engineering on shared roadmaps, shared data contracts, and shared definitions of success
Represent the function to executive stakeholders. Translate technical work into business outcomes for VP and C-level audiences. Own quarterly business reviews, investment requests, and the narrative for how AI is reshaping Toast's GTM motion
Coach a growing team of builders. Mentor AI Solutions Specialists and embedded GTM engineers. Set technical bar, review architecture decisions, and create the documentation, playbooks, and reusable templates the broader org leverages
Stay hands-on. Continue to design, build, and deploy custom AI agents and agentic workflows yourself. The best engineers in this role ship code
Qualification
Required
10+ years in growth marketing, product management, GTM engineering, systems, or operations, including 4+ years in GTM Engineering, AI Engineering, or Solutions Engineering
Track record of owning AI or GTM strategy end-to-end — from problem identification, through portfolio prioritization, build-vs-buy, technical design, deployment, and measurable revenue impact
Demonstrated experience designing, building, and deploying AI agents and agentic workflows that transformed real work — not just using AI, but building with it in production
Cross-functional leadership: proven ability to drive initiatives spanning Marketing, Sales, Customer Success, and Engineering without direct authority over those teams
Hands-on with AI APIs and agent frameworks (OpenAI, Anthropic/Claude, Gemini, LangChain, CrewAI, RAG, MCP) and with the systems GTM teams actually run on (Salesforce, Marketo, Snowflake, Clay, Zapier)
Strong builder fundamentals: comfortable with SQL, scripting (Python or JavaScript), API integrations, webhook design, and prompt engineering. You can debug a Clay table or a Marketo webhook integration without escalating
Experience building evaluation frameworks for AI systems — prompt evals, output quality scoring, agent benchmarking, regression testing
Hypothesis-driven operator who runs structured pilots with clear success criteria and is willing to reach — and defend — politically inconvenient conclusions
Exceptional communicator who can translate technical concepts for non-technical audiences and represent the function in front of executive stakeholders
Track record of enabling others to permanently change how they work; bias toward stepping-stone adoption over mandate-to-automation
Demonstrated Clay experience and fluency with modern martech stacks (automation tools, CDPs, CRMs, data warehouses)
Benefits
Cash compensation (overtime, bonus/commissions if eligible)
Equity
Benefits
Competitive compensation and benefits programs
Flexibility to meet Toasters’ changing needs
Hybrid work model that fosters in-person collaboration while valuing individual needs
Reasonable accommodations for persons with disabilities to enable them to access the hiring process
Company
Toast
Toast is a point-of-sale and restaurant management platform designed for businesses in the food service and hospitality industry.
1001-5000 employees
H1B Sponsorship
Toast has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
70%
Represents job field similar to this job
Engineering and Development
Accounting and Finance
Product Management
Management and Executive
Creatives and Design
Customer Service and Support
Marketing
Legal and Compliance
Trends of Total Sponsorships
*2026 (14)
2025 (26)
2024 (32)
2023 (39)
2022 (66)
2021 (29)
2020 (17)
Funding
Current Stage
Public CompanyTotal Funding
$966.21MKey Investors
12 West CapitalBessemer Venture Partners,Greenoaks,Tiger Global Management,TPGTCV,Tiger Global Management
2022-01-21Post Ipo Equity· $4.26M
2021-09-22IPO
2020-11-23Secondary Market· $60M
Leadership Team
Aman Narang
CEO and Co-Founder
Steve Fredette
Co-founder and President
Recent News
2026-07-14
The Motley Fool
2026-07-13
Company data provided by crunchbase