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Toast

Senior Director, Enterprise Customer Care - AI Strategy

Toast · Remote, United States

Posted 26 days ago · Previously reposted

or apply directly on Toast's site. We never take the application ourselves.

Is this posting real?

This role has been open
26 days
Toast's roles stay open a median of 42 days
Reposted
Yes
taken down and listed again at least once
Salary listed
No
0% of Toast's roles list one
Ghost-job risk at Toast
low
0 stale, 57 reposted of 346 open
Hiring momentum
625 roles opened in the last 90 days
↑ up vs. the prior 90 days
Last confirmed on the employer's board
2026-09-17

Measured from postings appearing on and disappearing from Toast's own greenhouse board since 2026-08-03. Full hiring picture for Toast.

About this role

The Senior Director of AI Strategy for Enterprise Customer Care at Toast is responsible for defining and implementing the AI and analytics strategy to enhance support operations. This role involves piloting AI tools, collaborating with internal teams to integrate these tools into production, and designing analytics frameworks for actionable insights. The position requires a strong understanding of AI capabilities in customer support and the ability to communicate their operational impact effectively.

Our read on this posting3.0out of 5
benefits
1/5
freshness
4/5
career value
5/5
role clarity
5/5
pay transparency
0/5

Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Toast as an employer.

What you need

  • 10 or more years of experience in customer support, customer success operations, or enterprise service delivery
  • At least 2 years of experience working with AI or ML tools in a production support or CX environment
  • Hands-on experience with AI-assisted support tools like Salesforce Einstein or equivalent
  • Ability to work with data at an operational level
  • Strong instincts about AI's role in support workflows
  • Experience partnering with Engineering or Data teams to build intelligence products

Worth weighing

  • No specific benefits listed in the posting
  • Base salary range provided but starting salary is dependent on skills, experience, and location
  • The role involves significant responsibility and influence over AI strategy, which may lead to high expectations from stakeholders

Summarised from Toast's posting. Read the full original.

Listed by Toast on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.

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