Lead Cloud Delivery Specialist (Pega CSSA, LSA professionals)

Meet Our Team:

Pegasystems is seeking a Lead Cloud Delivery Specialist (LCDS) to play a key hands‑on leadership role within the Cloud Acceleration Group (CAG). This is a senior, client‑facing position responsible for leading complex cloud implementations, supporting successful client outcomes on Pega Cloud, and contributing to the continuous improvement of Pega’s cloud delivery practices.

As a Lead, you will act as a trusted technical partner to clients, a go‑to escalation point within delivery teams, and a strong collaborator with Consulting, Cloud Advisory, and Client Success. This role is delivery‑focused and impact‑driven, balancing process-oriented execution excellence with thoughtful guidance and mentoring.

Picture Yourself at Pega:

Pega is changing the way the world builds software.

In this role, you work closely with clients and internal teams to deliver reliable, high‑quality cloud transformations. You’ll lead complex migrations and upgrades, help resolve challenging technical issues, and ensure environments are stable, secure, and production‑ready. As a Lead, you focus on strong execution while contributing to delivery best practices and supporting the growth of other Cloud Delivery Specialists.

At Pega, we actively explore and embrace emerging AI capabilities with curiosity, responsibility, and a drive for meaningful innovation. You will work in an environment where AI-enabled tools are used to enhance learning, improve engineering efficiency and support better decision-making across the cloud platform.

We expect professionals to apply critical thinking to all AI-generated outputs, validating accuracy, quality, and relevance before applying them in production environments. We view AI maturity as a spectrum, progressing from foundational adoption toward more strategic, advocacy-driven integration, and you will play an active role in that journey.

What You'll Do at Pega:

Client Transformation & Technical Leadership

Lead complex client transformations, including legacy modernization and on‑prem‑to‑cloud migrations.

Serve as a key escalation point for multi‑domain technical issues within cloud delivery engagements.

Ensure environment readiness across development, test, and production.

Delivery Execution & Collaboration

Partner with client and internal stakeholders to align on scope, priorities, and success criteria.

Execute delivery plans while balancing immediate client needs with long‑term platform health.

Issue Resolution & Operational Excellence

Drive resolution of high‑severity issues by coordinating with engineering, product, support, and cloud operations teams.

Ensure timely diagnosis, recovery, and clear communication during incidents.

Use monitoring and diagnostic tools (e.g., PDC) to identify recurring issues and support reliability improvements.

Process, Quality & Continuous Improvement

Apply established best practices, patterns, and standards for cloud delivery engagements.

Capture client feedback and share insights with Product and Engineering.

Mentor and support Cloud Delivery Specialists, helping build technical depth and delivery consistency.

Who You Are:

You are an experienced Pega cloud delivery professional with strong technical skills and a client‑centric mindset. You communicate clearly, operate effectively in complex environments, and take ownership of outcomes. You bring sound judgment, collaborative instincts, and a commitment to quality delivery and client success.

What You've Accomplished:

Required Experience & Qualifications

8-12 years of relevant Pega experience, including experience in cloud delivery, technical consulting, or implementation roles.

Strong Pega platform knowledge is a huge plus with ideally a CLSA, or a CSSA

Demonstrated experience delivering complex client engagements.

Comfort working directly with client technical leaders and project stakeholders.

Core Capabilities

Strong problem‑solving skills and ability to operate under pressure.

Clear written and verbal communication skills.

Effective collaboration, facilitation, and stakeholder management abilities.

Ability to quickly learn and apply new cloud capabilities and technologies.

High standards for quality, accountability, and client experience.

Preferred Technical Expertise

Cloud platforms: AWS, Azure, PCF, GCP.

Application servers: WebSphere, WebLogic, Tomcat, JBoss.

Databases: Oracle, Postgres, MSSQL, DB2/UDB.

Languages & technologies: Java/J2EE, JavaScript, SQL, CSS/HTML.

Integration: SOAP, MQ, JMS.

Pega Offers You:

Gartner Analyst acclaimed technology leadership across our categories of products

Continuous learning and development opportunities

An innovative, inclusive, agile, flexible, and fun work environment

Competitive global benefits program inclusive of pay + bonus incentive, employee equity in the company

#LI-MC3

AI in Action – Responsible Use of AI in Recruitment

Pega embraces the responsible use of artificial intelligence (AI) to improve efficiency, consistency, and fairness across our business. We encourage thoughtful and ethical adoption of AI technologies that support people - not replace them. We may use AI‑enabled tools in our recruitment process. These tools are designed to assist us by providing insights and operational support.

All hiring decisions are made based on human review and judgment. You may have the right to request human review, provide additional information, or raise questions about how such tools are used.

Culture

At Pegasystems, we foster an environment where people feel valued and empowered to contribute their best. With global clients across industries and regions, we know our success depends on the unique perspectives, experiences, and talents of our people. Ours is a workplace where everyone can grow, collaborate, and deliver meaningful outcomes.

We encourage candidates from all backgrounds and experiences and focus on the core competencies and mindset needed to thrive in a role.

Export Compliance

For positions requiring access to technical data subject to export control regulations such as this, Pegasystems may need to obtain export license approval from the U.S. Government and EU Authorities for certain individuals.

Accommodations

If you require reasonable accommodations under the Americans with Disabilities Act (US only) or comparable regional regulations in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please contact us here or contact (US only) 1-888-PEGA-NOW and/or 225 Wyman Street Waltham, MA 02451 ATTN: Benefits.