Home / Jobs in Boston

S

Director, AI & Tooling

Boston Full-time Head of AI
Salary
$164,000-$261,500/yr
Interested in this role?

Apply or review the details on the original posting.

Apply for this role

Original posting on LinkedIn

To get the best candidate experience, please consider applying for a maximum of 3 roles within 12 months to ensure you are not duplicating efforts.

Job Category

Operations

Job Details

About Salesforce

Salesforce is the #1 AI CRM, where humans with agents drive customer success together. Here, ambition meets action. Tech meets trust. And innovation isn’t a buzzword — it’s a way of life. The world of work as we know it is changing and we're looking for Trailblazers who are passionate about bettering business and the world through AI, driving innovation, and keeping Salesforce's core values at the heart of it all.

Ready to level-up your career at the company leading workforce transformation in the agentic era? You’re in the right place! Agentforce is the future of AI, and you are the future of Salesforce.

About The Role

The Director of Help Agent AI & Tooling leads the team accountable for the generative AI capabilities, evaluation tooling, observability, and emerging program initiatives that power Salesforce's Help Agent — a customer-facing Agentforce deployment and one of Salesforce's flagship Customer Zero implementations. This leader sits at the intersection of AI product strategy, data-driven evaluation, and production excellence, and plays a critical role in ensuring the Help Agent performs reliably, improves continuously, and delivers measurable business value.

Team Functions

This leader directly manages a team covering five core areas

Generative AI Strategy

Drive the strategic roadmap for generative AI capabilities within the Help Agent — including retrieval architecture (e.g., Ensemble Retriever), LLM configurations, prompt and planner optimization, and agentic readiness scoring. Partner closely with Tech & Product, and other technology teams to influence the Help Agent roadmap and direct engineering relationships.

Evaluations Tooling

Own the end-to-end evaluations tooling strategy for Help Agent performance — including the Testing Center, Agentforce Testing Agents (ATA), and custom evaluation frameworks. Define and track answer quality metrics including completeness, correctness, relevance, faithfulness, clarity, and latency. Manage tooling gaps, coordinate with Tech & Product on product priorities, and expand evaluation capabilities toward greater scale and automation.

Help Agent Observability

Lead the observability program for the Help Agent — encompassing real-time performance monitoring, session tracing, error analysis, failure clustering, and business impact measurement. Serve as the primary stakeholder and voice of the Customer Zero on the Tech & Product Observability product roadmap. Coordinate with Technology Teams to converge on a comprehensive, always-on observability solution that replaces fragmented tooling.

NNAOV Program Management

Oversee the Net New Annual Order Value (NNAOV) program, driving pipeline generation through the Help Agent. Partner with the dedicated NNAOV Program Manager to define program goals, manage intake, and report on business outcomes.

AI Skill & Application Development

Support the creation and delivery of AI Skills via applications like Slackbot, Claude Code and others to support the team's ability to deliver evaluations, insights, and opportunity sourcing for Roadmap development.

Key Responsibilities

Serve as the AI & Tooling team lead within Digital Success Data & AI, setting team mission, operating model, and priorities
Act as a Customer Zero steward — representing Salesforce's own use of Agentforce as a reference customer, surfacing product gaps and driving roadmap influence through Shiproom intakes and direct T&P partnerships
Monitor and manage Help Agent production health, including end-to-end latency, engagement rate, escalation rate, resolution rate, and quality scores — escalating issues and coordinating cross-functional remediation as needed
Lead cross-functional collaboration with Technology Teams to align on evaluations, retrieval strategies, and tooling development
Define and mature the AI Evaluations Framework, moving from manual, spreadsheet-based processes toward scalable, automated evaluation at production scale
Drive the observability roadmap in partnership with Technology Teams, from current OOTB capabilities to a fully centralized, production-grade monitoring platform
Represent AI & Tooling in leadership forums and communicate progress, risks, and strategic direction clearly to senior stakeholders

Expected Outcomes

Help Agent resolution rate and quality scores (completeness, correctness, relevance) improve quarter-over-quarter through disciplined evaluation and rapid iteration
End-to-end latency - Deliver high quality answers as fast as possible for the application.
A centralized, production-grade observability platform is fully adopted by the team as the single source of truth for agent performance
The Testing Center is fully onboarded in production, with evaluation coverage scaled well beyond current manual limits
The NNAOV Program generates measurable pipeline contribution from Help Agent interactions
Tooling is standardized and integrated across the Data & AI team, eliminating fragmented, ad hoc approaches
AI & Tooling functions as a center of excellence for generative AI evaluation and tooling practices across Digital Success and the broader Salesforce Customer Zero ecosystem

Unleash Your Potential

When you join Salesforce, you’ll be limitless in all areas of your life. Our benefits and resources support you to find balance and be your best, and our AI agents accelerate your impact so you can do your best. Together, we’ll bring the power of Agentforce to organizations of all sizes and deliver amazing experiences that customers love. Apply today to not only shape the future — but to redefine what’s possible — for yourself, for AI, and the world.

Accommodations

If you need a reasonable accommodation during the application or the recruiting process, please submit a request via this Accommodation

Listing structured with AI support from LinkedIn. Always confirm the conditions with the company before applying.
FAQ

Frequently asked questions

Who offers this Head of AI role in Boston?

The role is posted by Salesforce from LinkedIn. aiManagerJobs is a directory that collects, structures and links to the original source, it is not the employer. Hiring is handled by the company.

How much does this Head of AI role pay?

The salary stated in the posting is $164,000-$261,500/yr. It is indicative and worth confirming with Salesforce before applying.

What type of role is it?

This is a head of ai position on a full-time basis in Boston. The exact schedule and conditions are in the original posting from the company.

How do I apply for this role in Boston?

Use the apply button to go to the original source (LinkedIn) and follow the company instructions. You can also create an alert and receive new Boston roles by email.

Keep looking

Similar roles

T

Director, AI Forward Deployed Researcher

TELUS Digital
Boston
Head of AIFull-time$211,000-$264,000/yr
1w ago
A

AI Infrastructure Lead

Apex Group Ltd
Boston
AI Solutions LeadFull-time
1w ago
C

AI/ML Lead

Cognizant
Boston
AI Solutions LeadFull-time$119,000-$135,000/yr
2w ago
B

AI Engineering Director

Brown Brothers Harriman
Boston
AI Solutions LeadFull-time$210,000-$260,000/yr
3w ago