Principal Deployment Success Manager

Principal Deployment Success Manager

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

Are you a passionate and experienced Workday expert ready to take on a pivotal role in shaping the future of Workday Success Plan Deployment Services? Workday is seeking a dynamic Principal Deployment Success Manager with deep expertise in HCM, Financials, and industry best practices to join our rapidly expanding Deployment Guidance Service (DGS) team! You'll be an integral part of the Workday Success Plans (WSP) team, where your mission will be to deliver unparalleled Workday experiences to our valued customers.

About the Role

The Principal Deployment Success Manager position within our WSP Deployment Guidance Services team requires deployment expertise and leadership of complex Workday engagements. Key responsibilities include managing a portfolio of high impact projects, influencing executive decisions, and collaborating within the WSP Account team. This role focuses on developing and improving the Deployment Guidance Service, mentoring the DGS team, and most critically providing strategic guidance to customers as they are deploying Workday. Expert level knowledge of Workday Deployment Methodology and proficiency with multiple Workday product suites is essential.

Core Responsibilities :

Lead and manage complex WSP Deployment Guidance Service (DGS) engagements : Deliver DGS projects across Workday modules (HCM, Payroll, Financials, Supply Chain), with a focus on full platform deployments and leveraging strong industry expertise.

Own and manage a portfolio of critical WSP accounts for Deploying Customers : Take ownership of demanding, high priority accounts, specifically focusing on WSP Accelerate Plus tier customers with a Workday Professional Services Advisory footprint.

Act as the primary customer point of contact : Serve as the main point of contact for customers, addressing issues and concerns related to their Workday deployment.

Drive collaboration with cross functional teams : Work closely with Managing Partners, Customer Success Managers, and Technical Account Managers to ensure project success and seamless execution.

Contribute to the strategic growth of WSP and DGS : Play a key role in shaping the strategic direction and expansion of the Workday Success Plans and Deployment Guidance Services organization.

About You

We are seeking a highly experienced and driven professional with deep Workday expertise to lead complex DGS engagements and collaborate as a key WSP account team member to manage critical client relationships. You should be a proactive problem solver with exceptional communication skills, capable of thriving in a fast paced, dynamic environment.

Key Qualifications :

Workday Expertise : 5+ years leading Workday deployments across multiple modules

Industry Experience : Experience with Financial Services, Higher Education, Healthcare, or Public Sector customers is highly desirable

Client Facing Experience : 8+ years in customer-facing roles, focused on issue resolution and account team collaboration

Project Management : Proven ability to manage multiple projects simultaneously and prioritize effectively

Communication Skills : Excellent oral and written communication, including executive level interaction

Leadership : Demonstrated ability to lead and support teams, contributing to strategic direction

Other Desirable Qualifications :

Prior Workday Industry deployment experience

Experience with large, complex Workday customers

Adaptability to an evolving, innovative environment

Additional Considerations :

Travel : This role may require some travel to client sites (up to 10%)

Career Growth : Opportunity to contribute to the strategic direction of the Deployment Guidance and WSP Services team and grow into more senior leadership roles

Remote Work Model : Workday operates in a hybrid flex office model, with a requirement of approximately 50% time in office (Workday or customer).

If you are considering applying for this role, be prepared to demonstrate your Workday expertise, project management skills, and client facing experience. Highlight your ability to thrive in a fast paced, collaborative environment.