Principal AI GTM Strategist – Outbound & Demand Generation

Workday; Boston (MA); Hybrid; USD 134,000 - 238,000; Full time

Benefits offered by this job

Flexible work

Stock grants

Bonus plan

Job summary

Workday in the United States is seeking a strategic operator to bridge business strategy and technical execution for AI-driven demand generation and prospecting. You will serve as the translator between Sales, SDR, Product, and Marketing to turn business needs into high-level system requirements.

You’ll collaborate with GTM Tech & Systems, Data Engineering, and BT to shape end-to-end demand-gen processes, define guardrails, and monitor performance, helping the organization turn insights into

Qualifications

• 8 years of GTM/revenue operations or outbound prospecting experience, specifically in AI-driven demand generation and prospecting strategy.
• 6 years of designing and mapping end-to-end GTM process architecture across an enterprise-scale revenue organization.
• 5 years of experience influencing VP and SVP-level stakeholders to drive modern AI-driven GTM models.

Responsibilities

• Define end-to-end AI-driven demand-generation and prospecting process without performing hands-on technical build.
• Translate business requirements for technical teams and translate objectives into functional requirements and system logic.
• Align cross-functional strategy with sales, SDR, partner, product and marketing to ensure ICP targeting and pipeline goals.
• Define governance and guardrails for AI workflows and delegate tool configuration to systems teams.
• Monitor GTM AI trends and advise leadership on innovations and investments.
• Measure prospecting framework performance and optimize conversion pathways with analytics.

Skills

GTM/revenue operations

AI-driven demand generation

outbound prospecting

stakeholder management

cross-functional collaboration

BRD writing

Tools

Salesforce

Sales engagement platforms

Outreach

SalesLoft

Clay

6sense

Job description

Your work days are brighter here.
We’re obsessed with making hard work pay off, for our people, our customers, and the world around us. As a Fortune 500 company and a leading AI platform for managing people, money, and agents, we’re shaping the future of work so teams can reach their potential and focus on what matters most. The minute you join, you’ll feel it. Not just in the products we build, but in how we show up for each other. Our culture is rooted in integrity, empathy, and shared enthusiasm. We’re in this together, tackling big challenges with bold ideas and genuine care. We look for curious minds and courageous collaborators who bring sun-drenched optimism and drive. Whether you're building smarter solutions, supporting customers, or creating a space where everyone belongs, you’ll do meaningful work with Workmates who’ve got your back. In return, we’ll give you the trust to take risks, the tools to grow, the skills to develop and the support of a company invested in you for the long haul. So, if you want to inspire a brighter work day for everyone, including yourself, you’ve found a match in Workday, and we hope to be a match for you too.

Your work days are brighter here.
We’re obsessed with making hard work pay off, for our people, our customers, and the world around us. As a Fortune 500 company and a leading AI platform for managing people, money, and agents, we’re shaping the future of work so teams can reach their potential and focus on what matters most. The minute you join, you’ll feel it. Not just in the products we build, but in how we show up for each other. Our culture is rooted in integrity, empathy, and shared enthusiasm. We’re in this together, tackling big challenges with bold ideas and genuine care. We look for curious minds and courageous collaborators who bring sun-drenched optimism and drive. Whether you're building smarter solutions, supporting customers, or creating a space where everyone belongs, you’ll do meaningful work with Workmates who’ve got your back. In return, we’ll give you the trust to take risks, the tools to grow, the skills to develop and the support of a company invested in you for the long haul. So, if you want to inspire a brighter work day for everyone, including yourself, you’ve found a match in Workday, and we hope to be a match for you too.
About The Team
The Global Customer Operations (GCO) Demand and Voice of the Customer team is responsible for driving global strategic pipeline growth through innovative demand generation programs, scalable processes, and customer-informed initiatives. The team brings together global market insights, industry best practices, and modern AI-driven approaches to help Workday build pipeline, generate demand, and better understand customer needs across regions. By partnering closely with stakeholders around the world, the team helps shape programs that improve execution, strengthen customer engagement, and support Workday’s continued global growth.
About The Role
We're looking for a strategic operator who pairs deep demand gen and prospecting experience with the ability to bridge business strategy and technical execution. This role does not configure software or build workflows in code. Instead, you'll act as the strategic translator and GTM architect — working shoulder to shoulder with Sales, SDR, Product, and Marketing leadership to map our AI-driven demand-generation process and turn business needs into clear, high-level system requirements.
You’ll be the key liaison to our GTM Tech & Systems, BT, and Data Engineering teams, giving them the logic, functional specs, and business guardrails they need to build and maintain a modern demand-generation engine.
About You
Key Responsibilities

• Map the operational framework: Define and map the end-to-end strategy for our AI-driven demand-generation and prospecting process — from signal identification and intent scoring to enrichment logic and outbound workflows — without performing the hands-on technical build.
• Translate business requirements for technical teams: Serve as the primary translator between frontline GTM leaders (Sales, SDR, Marketing, Partner, Product, CS) and technical/systems teams. Gather real-world use cases, analyze buyer behavior, and convert commercial objectives into clear functional requirements and system logic for engineers to execute.
• Align cross-functional strategy: Partner with Sales, SDR, Partner, Product and Marketing executives to ensure every AI demand gen initiative supports ICP targeting, pipeline goals, deliverability standards, and revenue metrics.
• Define system logic and guardrails: Establish the governance, brand-safety rules, and decision logic for AI workflows, leaving day-to-day tool configuration to systems teams and campaign execution to functional GTM teams.
• Track industry best practices: Monitor fast-moving trends in GTM AI, demand generation, and prospecting strategy to advise leadership on where to innovate and how to prioritize system investments. Partner with Industry analysts and key vendors to deliver ahead of the curve innovation.
• Measure prospecting effectiveness: Partner with analytics to measure the performance of prospecting frameworks and continuously optimize conversion pathways. Proactively assess frameworks on a regular basis and make recommendations for areas of opportunity in QBRs to consistently improve our demand generation engine.

What We Are Looking For
Basic Qualifications:

• 8 years of GTM/revenue operations or outbound prospecting experience, specifically in AI-driven demand generation and prospecting strategy.
• 6 years of designing and mapping end-to-end GTM process architecture (signal identification, intent scoring, enrichment logic, outbound workflows) across an enterprise-scale revenue organization.
• 5 years of experience influencing VP and SVP-level stakeholders across Sales, SDR, and Marketing to drive organizational pivots toward modern, AI-driven GTM models.

Preferred Qualifications:

• Hands-on outbound experience in B2B prospecting, SDR leadership, or outbound strategy, with a working knowledge of what drives prospect engagement and how sales teams operate day to day.
• Ability to analyze pipeline metrics, sales cycles, and conversion rates to ensure technical capabilities are directed toward real revenue outcomes.
• Proven capability designing decision trees and system logic (if-this-then-that triggers, data-enrichment waterfalls, signal prioritization).
• Deep familiarity with modern GTM AI concepts, LLM capabilities, and revenue tech stacks (i.e. Clay, 6sense, Salesforce, Sales Engagement Platforms, Outreach, SalesLoft).
• Experience writing clear BRDs, functional specs, or user stories for systems, IT, and software development teams.

Workday Pay Transparency Statement
The annualized base salary ranges for the primary location and any additional locations are listed below. Workday pay ranges vary based on work location. As a part of the total compensation package, this role may be eligible for the Workday Bonus Plan or a role‑specific commission/bonus, as well as annual refresh stock grants. Recruiters can share more detail during the hiring process. Each candidate’s compensation offer will be based on multiple factors including, but not limited to, geography, experience, skills, job duties, and business need, among other things. Primary Location: USA.CA.Pleasanton
Primary Location Base Pay Range: $158,400 USD - $237,600 USD
Additional US Location(s) Base Pay Range: $133,800 USD - $237,600 USD
Our Approach to Flexible Work
With Flex Work, we’re combining the best of both worlds: in-person time and remote. Our approach enables our teams to deepen connections, maintain a strong community, and do their best work. We know that flexibility can take shape in many ways, so rather than a number of required days in-office each week, we simply spend at least half (50%) of our time each quarter in the office or in the field with our customers, prospects, and partners (depending on role). This means you'll have the freedom to create a flexible schedule that caters to your business, team, and personal needs, while being intentional to make the most of time spent together. Those in our remote "home office" roles also have the opportunity to come together in our offices for important moments that matter.
Pursuant to applicable Fair Chance law, Workday will consider for employment qualified applicants with arrest and conviction records.
Workday is an Equal Opportunity Employer including individuals with disabilities and protected veterans.
Workday is committed to providing reasonable accommodations for qualified individuals during our application process, in order to perform one or more essential functions of their job, as well as regarding the use of AI tools for employment decision-making to any degree. Please see below for more details including how to request an accommodation as a qualified veteran, due to a disability or for religious reasons, or as otherwise provided under applicable law.
Workday prohibits taking adverse action against any candidate or employee for reporting a possible violation of this policy, requesting one or more work accommodations, exercising a privacy right, or cooperating in an investigation in accordance with applicable law. Any employee who retaliates against a candidate or employee for doing so may be subject to disciplinary action, up to and including termination of employment, to the fullest extent allowable under applicable law.
If you require a reasonable accommodation, you may email [e-mail], as far in advance as possible.