Senior Delivery Manager, Professional Services

We are looking for an exceptional Senior Delivery Manager to join our growing team. Key responsibilities include:

• Independently develop, manage, and execute project plans based on statements of work, ensuring alignment with customer business goals

• Lead both project- and program-level engagements

• Ensure successful project closure, aligning customer stakeholders and internal account teams on next steps

• Proactively identify and assist in closing expansion opportunities in services and software

• Able to do this at the project level or program level.

• Manage project budgets of $500k , ensuring projects remain within scope and budget

• Monitor budgets closely and prepare change orders as needed

• Oversee 10 project resources across internal, partner, and customer teams (including onshore, nearshore, and offshore resources)

• Anticipate resource availability issues, proactively creating backup plans

• Identify and mitigate resource skill gaps, if applicable

• Drive project timelines, prioritizing client need and adapting plans without oversight

• Coach clients in Scrum Agile methodologies, pivoting to Waterfall when requested by customer

• Independently assess technical and non-technical risks, create mitigation plans, and communication risks effectively up to the CXO level

• Proactively engage cross-functional teams (product & engineering, support, etc.) to address risks before they escalate

• Deliver crisp, error-free weekly status reports to both internal and customer stakeholders

• Lead status calls, ensuring alignment and next steps are clearly documented

• Maintain rigorous PSA data hygiene, ensuring project data is up to date with minimal variance

• Achieve high CSAT scores through excellent project execution and customer engagement

• Serve as a trusted advisor to customer, leveraging expertise in at least 3 industry verticals

• Evangelize Workato's GEARS Framework and delivery methodology, coaching customers to become champions of their own automation strategy

• Articulate Workato's differentiation in the iPaaS space, comparing key product features to competitors

• Play an active role in hiring and mentoring Associate Delivery Managers and Delivery Managers

• Contribute 3 assets per quarter to enhance delivery methodology

• Collaborate closely with pre-sales, sales, and customer success teams to drive customer success and business expansion

• 8 years of project management experience with a proven track record of success

• 8 years delivering professional services for a strategic consulting firm, large scale system integrator or professional services unit within a software company

• Experience managing 8-10 project resources and overseeing project budgets exceeding $500K USD

• Expertise in Agile Scrum and Waterfall methodologies, with certification in at least one Agile delivery framework (CSM, PSM, SAFe Agile)

• Demonstrate high energy and have strong project management experience, including:

  • Project scoping & planning

  • Risk & change management

  • Status reporting

• Experience managing enterprise projects within complex, matrixed ecosystems

• Demonstrated ability to grow accounts (ARR) and expansion services

• Track record of working cross-functionally within an organization to align on internal account strategy, serving as a key multiplier for business growth

• iPaaS or integration experience required, with the ability to articulate common functional & non-functional requirements to various stakeholders

• Experience in both project and program management, driving long-term success across multiple initiatives

• Ability to thrive in a fast-paced, high growth and unpredictable environment

• Proven ability to develop and maintain C-level relationships, establishing trust as a strategic advisor

• Experience in delivering and leading concurrent projects (5 )