Workday AI and Extend Service Leader

The Planet Group; United States; On-site; USD 150,000 - 230,000; Full time

Benefits offered by this job

Unlimited PTO

Medical, dental, and vision insurance

401(k) with company match

Life insurance and disability coverage

Job summary

The Planet Group is seeking a Workday AI & Extend Service Leader to drive growth and delivery of AI and Extend services. You will act as a senior SME, shaping strategy, leading demonstrations, and supporting business development with clients and sales teams.

The ideal candidate has deep Workday expertise, strong consulting and client engagement skills, and thrives in a growth-focused environment where innovation and accelerators enable scalable client success.

Qualifications

• 5+ years of Workday consulting, implementation, or solution architecture experience.
• Deep expertise with Workday Extend and related platform capabilities.
• Experience leading client-facing Workday engagements from strategy through delivery.
• Strong understanding of Workday architecture, integrations, security, and business processes.
• Proven ability to translate business requirements into innovative technical solutions.
• Experience supporting business development activities, including solutioning, estimating, and proposal creation.

Responsibilities

• Serve as the lead advisor for Workday AI and Workday Extend engagements.
• Partner with client stakeholders to identify business challenges and design scalable, innovative solutions.
• Lead solution architecture, design, implementation, and deployment efforts across client engagements.
• Guide clients on leveraging Workday AI, Extend, automation, and emerging platform technologies to improve business outcomes.
• Facilitate executive and stakeholder discussions, providing strategic recommendations and thought leadership.
• Conduct client discovery workshops, assessments, and roadmap sessions to identify opportunities for innovation and optimization.
• Ensure successful project delivery, client satisfaction, and adoption of delivered solutions.
• Partner closely with Sales and Account Management teams to identify, qualify, and advance Workday AI and Extend opportunities.
• Participate in customer meetings as the Workday AI and Extend subject matter expert.
• Conduct client assessments to evaluate current-state capabilities and identify opportunities for AI, automation, and Extend solutions.
• Lead solution demonstrations, capability presentations, and executive briefings for prospects and clients.
• Support discovery sessions, solution design, estimation, and proposal development during the sales cycle.
• Help develop account growth strategies and identify opportunities to expand services within existing clients.
• Contribute to pipeline growth and revenue generation by helping clients understand the value of Workday platform innovation.
• Own the strategy, development, and evolution of Workday AI and Extend service offerings.
• Develop go-to-market solutions, service packages, accelerators, and reusable assets.
• Identify emerging Workday capabilities and market trends to create new client opportunities.
• Partner with leadership to define growth strategies and expand market presence.
• Establish delivery standards, best practices, and methodologies that enable scalable client success.

Skills

Workday

Solution architecture

Client engagement

Sales support

Strategic thinking

Presentations

Job description

Welcome to The Planet Group! We're a global professional services firm delivering strategic staffing and advisory solutions. We operate at the intersection of talent and transformation – connecting the right people with the right opportunities in the areas of technology, engineering, accounting & finance, digital marketing, and manufacturing. Named one of the fastest-growing private companies in the US, The Planet Group operates with a global reach and a performance-first mindset. We partner with clients to move fast, stay agile, and drive measurable results – connecting the right talent with the right opportunity to fuel transformation and growth.

Our specialized sales and recruitment teams are deeply experienced in Technology & Enterprise Systems, matching skilled professionals with opportunities that drive business impact. Whether you're building a team or advancing your career, we bring speed, strategy, and a people-first approach to every partnership.

Position Overview

We are seeking a Workday AI & Extend Service Leader to drive the growth, delivery, and market adoption of our Workday AI and Extend services. This highly visible, entrepreneurial role serves as the organization's senior subject matter expert for Workday AI, Workday Extend, and emerging platform capabilities, partnering with clients to identify opportunities, deliver innovative solutions, and maximize the value of their Workday investment.

The Service Leader will work closely with clients, sales, and delivery teams to shape solution strategy, conduct assessments, lead demonstrations, and support business development efforts. This individual contributor role is responsible for building market momentum, developing service offerings, and establishing the organization as a trusted advisor for Workday AI and Extend solutions.

The ideal candidate combines deep Workday platform expertise with strong consulting, solutioning, and client engagement skills, and thrives in a growth-oriented environment where creativity, innovation, and business development are key to success.

Key Responsibilities

Client Advisory & Solution Delivery

• Serve as the lead advisor for Workday AI and Workday Extend engagements.
• Partner with client stakeholders to identify business challenges and design scalable, innovative solutions.
• Lead solution architecture, design, implementation, and deployment efforts across client engagements.
• Guide clients on leveraging Workday AI, Extend, automation, and emerging platform technologies to improve business outcomes.
• Facilitate executive and stakeholder discussions, providing strategic recommendations and thought leadership.
• Conduct client discovery workshops, assessments, and roadmap sessions to identify opportunities for innovation and optimization.
• Ensure successful project delivery, client satisfaction, and adoption of delivered solutions.

Sales Partnership & Business Development

• Partner closely with Sales and Account Management teams to identify, qualify, and advance Workday AI and Extend opportunities.
• Participate in customer meetings as the Workday AI and Extend subject matter expert.
• Conduct client assessments to evaluate current-state capabilities and identify opportunities for AI, automation, and Extend solutions.
• Lead solution demonstrations, capability presentations, and executive briefings for prospects and clients.
• Support discovery sessions, solution design, estimation, and proposal development during the sales cycle.
• Help develop account growth strategies and identify opportunities to expand services within existing clients.
• Contribute to pipeline growth and revenue generation by helping clients understand the value of Workday platform innovation.

Service Offering Development & Market Growth

• Own the strategy, development, and evolution of Workday AI and Extend service offerings.
• Develop go-to-market solutions, service packages, accelerators, and reusable assets.
• Identify emerging Workday capabilities and market trends to create new client opportunities.
• Partner with leadership to define growth strategies and expand market presence.
• Establish delivery standards, best practices, and methodologies that enable scalable client success.

Thought Leadership

• Act as the organization's Workday AI & Extend subject matter expert.
• Stay current on Workday product innovation, AI advancements, and platform enhancements.
• Create and deliver thought leadership content for clients, prospects, webinars, industry events, and marketing initiatives.
• Contribute to the development of best practices, reusable assets, and delivery standards.
• Represent the organization in Workday ecosystem events, customer forums, and strategic partner discussions.

Success will be measured by:

• Growth of the Workday AI & Extend services portfolio.
• Expansion of qualified pipeline and revenue opportunities.
• Successful completion of customer assessments, demonstrations, and solution workshops.
• Delivery of impactful Workday AI & Extend solutions for clients.
• Development of strategic client relationships and repeat business.
• Creation of innovative service offerings, accelerators, and thought leadership assets.
• Establishment of the organization as a trusted partner for Workday AI and Extend consulting services

Education and Qualifications

Required

• 5+ years of Workday consulting, implementation, or solution architecture experience.
• Deep expertise with Workday Extend and related platform capabilities.
• Experience leading client-facing Workday engagements from strategy through delivery.
• Strong understanding of Workday architecture, integrations, security, and business processes.
• Proven ability to translate business requirements into innovative technical solutions.
• Experience supporting business development activities, including solutioning, estimating, and proposal creation.
• Exceptional communication, presentation, and executive stakeholder management skills.
• Ability to operate independently and lead complex initiatives in a consulting environment.

Preferred

• Experience with Workday AI capabilities, intelligent automation, and emerging platform technologies.
• Workday Extend Certification and additional Workday certifications.
• Experience within a consulting, professional services, or staffing organization.
• Experience developing new service offerings and driving practice growth.

Compensation and Benefits

• Unlimited PTO
• Medical, dental, and vision insurance
• 401(k) with company match
• Life insurance, short-term & long-term disability, and other supplemental benefits
• A collaborative, growth-oriented culture with ongoing learning and development opportunities

The base salary rate will be commensurate with experience level and past success. A competitive commission structure based on weekly spread is also provided.

SUCCESS STARTS WITH THE RIGHT TEAM

The Planet Group is one of the largest staffing companies in the U.S. with growing operations across Europe, India, and LATAM. If you're searching for a company that is committed to your long-term growth and success, a team of like-minded driven people who can help you develop as a professional, and a place where you'll be rewarded for your efforts.... you've come to the right place! We're an organization of over-achievers and innovators who are driven to help businesses — and each other — thrive.

Diversity, Equity, and Inclusion

Join a company that puts diversity, equity, and inclusion (DEI) at the forefront. The Planet Group celebrates our differences and fosters an environment where each person can bring their authentic self to work. Employees are encouraged to unleash their innovative, collaborative, and entrepreneurial spirits.