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AI Operations Lead, Toast IQ

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Remote from
USA
Salary
USD 142k–290k / yr
Employment
Full Time
Experience
Director
Published
Apply before
27 Nov 2026
Listing views
22
Application actions
2
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AI Summary

The role, at a glance.

Toast is hiring an AI Operations Lead to build the operating model that connects the Toast IQ AI portfolio with execution, launches, adoption, and commercial impact. The role partners directly with the VP of Product and coordinates product, engineering, design, marketing, sales, and support stakeholders. Key work includes portfolio governance, go-to-market planning, market positioning, enablement, customer insight synthesis, and measurement of launch outcomes. The successful candidate combines strong AI product fluency with strategic judgment and a willingness to personally deliver ambiguous, cross-functional initiatives. This is a senior individual-contributor leadership role focused on scaling an agentic AI platform for restaurant and local-business customers.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a high-complexity role spanning AI portfolio strategy, product operations, commercialization, and executive-level alignment. It requires independently converting ambiguous technical, customer, and market signals into decisions and measurable execution across many teams.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Highly competitive
$216,000
US market range (per year)$160k–$250k
AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses annual base-salary ranges of $142,000–$290,000 USD across geographic pay zones; the midpoint of the overall disclosed range is $216,000 per year. A reasonable estimated US market range for a senior AI product operations and commercialization leader is $160,000–$250,000 USD annually, excluding bonus, commission, equity, and benefits.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you create visibility and alignment across several AI initiatives owned by different teams?

I would establish a lightweight portfolio operating cadence with a shared roadmap, ownership map, decision log, dependency tracker, and common success metrics. I would use regular cross-functional reviews to resolve trade-offs, surface risks early, and identify reusable capabilities across teams.

Describe how you would assess whether an AI product launch is succeeding.

I would define success across leading and lagging indicators: readiness and enablement completion, activation, repeat usage, task success or quality, customer satisfaction, retention, and commercial impact. I would segment results by customer type and usage pattern, then pair quantitative data with customer and field feedback to identify actions.

How do you turn technical AI capabilities into a compelling customer narrative?

I start with the operator problem, the workflow friction, and the measurable outcome rather than the model or architecture. I work with product and engineering to validate what the capability reliably does, then create a simple value proposition supported by demonstrations, customer proof, and clear usage expectations.

Tell us about your approach to operating in an ambiguous, fast-moving market.

I identify the decisions that matter most, state assumptions explicitly, and create a short learning plan with accountable owners and dates. I aim to make reversible decisions quickly while escalating irreversible decisions with evidence, options, and a clear recommendation.

How would you use AI to improve Toast IQ's operating engine over time?

I would build repeatable workflows that synthesize support themes, customer research, product telemetry, sales feedback, competitive developments, and launch results. The output would be structured insights and recommended actions that are reviewed by accountable leaders, ensuring AI accelerates judgment rather than replacing it.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

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.

About the Role:

Toast IQ is our agentic platform for local business: a growing set of specialized AI agents and capabilities designed to take real work off an operator’s plate, from driving demand and managing labor to optimizing the back office. As we expand this portfolio across multiple lines of business, we need to ensure that what we build comes together as a coherent platform, reaches the market effectively, and produces meaningful customer and business impact.

The AI Operations Lead will help build and run the operating system that connects AI strategy to execution and market impact. You will help shape how our AI portfolio comes together, is launched, and adopted, building the operating engine that brings this experience to life, and turning customer, market, and technology signals into better product and commercial decisions.

This is a highly cross-functional, hands-on leadership role. You will work directly with the VP of Product for Toast IQ, partnering across product, design, engineering, marketing, sales, and support to bring the vision of Toast IQ to life. Success will require strong judgment, exceptional communication, and the ability to personally drive ambiguous work to completion.

A day in the life (Responsibilities)

  • Create visibility across Toast’s broader AI efforts and run portfolio ops. Connect work happening across the agent portfolio and other AI initiatives. Share learnings, identify opportunities to reuse capabilities, and surface key decisions. Maintain visibility into ownership, sequencing, dependencies, key decisions, risks, progress, and enablement.
  • Build Toast’s AI presence. Partner with product, design, engineering, and marketing to make Toast’s AI products, technical insights, customer outcomes, and talent more visible through launches, customer stories, product and engineering content, and social channels both internally and externally.
  • Turn high-impact ideas into action. Identify opportunities to accelerate Toast’s AI strategy, develop a strong point of view on what we should do, and have the ownership to run at the best ideas, bringing the right people together and driving the work from concept to tangible outcome
  • Help shape the AI portfolio strategy. Partner with product and business leaders to define target customers, priority use cases, positioning, packaging, sequencing, and launch plans across Toast’s AI portfolio.
  • Build an AI-powered engine that gets smarter over time. Use AI to continuously synthesize customer insights, product performance, market shifts, and changes in the underlying technology, turning signals from across the business into actions that improve our products, priorities, and how we bring them to customers.
  • Turn a fast-moving AI market into an advantage. Stay up on what’s happening in AI and help translate emerging patterns into implications for Toast’s strategy

What you’ll need to thrive (Requirements)

  • Fluent with AI products, including how they work and what patterns are leading within B2B and consumer markets.
  • 5+ years of experience in product operations, business operations, go-to-market strategy, or product marketing, with experience working alongside product and engineering teams.
  • Demonstrated ownership of complex or emerging products from development through launch, internal enablement, customer adoption, and ongoing market learning.
  • Exceptional written and verbal communication, including the ability to turn complex information into a clear narrative for customers, go-to-market teams, and senior leaders.
  • Track record of building repeatable, cross-functional operating models.
  • Strong product and commercial judgment, with the ability to translate technical capabilities into clear customer value and compelling market narratives.
  • Ability to move fluidly between strategy and execution, from shaping a portfolio narrative or launch plan to improving a demo, creating enablement, resolving a readiness gap, or synthesizing customer feedback.
  • Strong analytical skills and experience defining the measures that indicate whether a launch is working.
  • High judgment and comfort operating in ambiguity. You recognize what matters, make defensible decisions, surface the right questions, and personally drive work to completion

What will help you stand out (Nonessential Skills/Nice to Haves)

  • Experience bringing AI/ML, agentic, platform, or other rapidly evolving technical products to market.
  • Experience building a launch, commercialization, or adoption motion.
  • Experience in a startup or high-growth environment where the role required significant range and adaptability.
  • Experience developing customer proof, product demonstrations, or technical thought leadership.
  • Vertical SaaS, SMB, or restaurant and hospitality technology experience.
  • Familiarity with AI product evaluation and the commercial considerations associated with AI products.
  • BA/BS or equivalent practical experience

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 empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Total Rewards Philosophy

We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy.

Zone A

$181,000—$290,000 USD

Zone B

$157,000—$251,000 USD

Zone C

$142,000—$227,000 USD

How Toast Uses AI in its Hiring Process

Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring

Our Approach to Hybrid Working

We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast

People Are the Secret Ingredient in Our Recipe for Success

At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other.

Apply today!

Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com.

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For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

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