Manager/Regional Lead, Customer Success

OutSystems Singapore Pte. Ltd.; Singapore; Hybrid; SGD 180,000 - 260,000; Full time

Benefits offered by this job

Base salary + bonus

Medical insurance

Hybrid workspace

Career growth & mobility

Diversity & inclusion

Job summary

OutSystems Singapore is seeking an experienced Customer Success Leader to scale a team of Customer Success Managers supporting high-touch enterprise accounts.

You will work closely with the RVP of Sales and cross-functional field teams including Solution Architects, Business Value Consultants, Technical Success Managers, Professional Services, and Channel Partners to set and deliver strategic outcomes for your territory's book of business.

Qualifications

• 12+ years in customer-facing roles with enterprise SaaS/PaaS experience.
• Proven ability to lead and scale teams of CSMs.
• Experience partnering with enterprise sales to manage territory health.
• Background in high-touch enterprise models and programs.
• Strong data-driven decision making and forecasting abilities.

Responsibilities

• Oversee, hire, and develop a high-performing team of CSMs for enterprise accounts.
• Define operational plans, goals, and metrics with the RVP.
• Ensure customer journey principles and mitigate account risks cross-functionally.
• Assign portfolios, participate in QBRs, and align with sales leadership.
• Drive adoption, reduce churn, and maximize customer value with cross-functional teams.
• Analyze metrics and deliver monthly insights to executive leadership.

Skills

Strategy

Leadership

Customer Success

Data Analytics

Stakeholder Mgmt

Enterprise SaaS

Tools

CRM

Job description

There are NO limits to your career: come shape the future and be part of a truly unique global culture at OutSystems! We are seeking an experienced and strategic Customer Success Leader to manage and scale a team of Customer Success Managers (CSMs) supporting high-touch enterprise customers. In this role, you will work closely with the RVP of Sales and cross-functional field teams—including Solution Architects, Business Value Consultants, Technical Success Managers, Professional Services, and Channel Partners to set and deliver strategic outcomes for your territory's book of business.

Key Responsibilities

• Oversee, hire, and develop a high-performing team of Customer Success Managers supporting enterprise accounts. Coach team members through effective 1:1s, performance management, and career development strategies.
• Partner with the RVP of Customer Success to define operational plans, clear goal-setting, execution strategies, and team metrics that align with broader business objectives.
• Ensure customer journey principles are central to all decisions. Identify key opportunities to improve customer experience and mitigate account risks cross-functionally.
• Assign account portfolios for optimal coverage. Represent the territory in Quarterly Business Reviews (QBRs) and joint strategy planning with sales leadership.
• Partner closely with Sales, Marketing, Product, Finance, and Professional Services to drive adoption, mitigate churn, and maximize customer value.
• Analyze key metrics, highlights, lowlights, and risk areas across your customer base, delivering monthly insights and strategic recommendations to executive leadership.

Qualifications & Requirements

• Experience: 12+ years of customer-facing experience with a proven track record of scaling high-growth enterprise SaaS/PaaS solutions.
• Leadership: Demonstrated ability to lead, coach, and inspire teams consisting of individual contributors at varying experience levels.
• Sales Partnership: Strong experience partnering directly with enterprise sales leaders to co-manage territory health, retention, and growth strategies.
• Domain Expertise: Solid background in Customer Success Management, Program Management, Professional Services, or Business Value Consulting within high-touch enterprise models.
• Analytical & Quantitative Skills: Ability to leverage data to understand, forecast, and drive customer behavior, product adoption, and health metrics.
• Communication & Soft Skills: Exceptional verbal and written communication skills; human-centric approach across geographies and cultures; intellectual curiosity and a sense of humor.

How you will be measured:

• Net Retention Revenue; growing utilization within the existing Customer base Driving consumption of the product in the existing customer base Increasing Executive visibility into your Customer base Increasing Customer health scores Creating OutSystems advocates in your Customer base.

What We Offer

• Competitive base salary with an attractive performance-based variable bonus scheme.
• Comprehensive medical, health insurance plans.
• Modern workspace with hybrid working flexibility.
• Structured career pathing, global mobility opportunities, and a diverse, inclusive workplace.

OutSystems is a leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission‑critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform.

As the future becomes agentic, our customers need us now more than ever. While AI has opened the door to extraordinary possibilities, most large organizations find themselves stuck on one side of the “enterprise gap” because AI by itself doesn't solve their complex use cases and business challenges. OutSystems bridges the “enterprise gap” by combining the speed of generative AI with a deterministic, enterprise‑grade framework. We provide the tools for teams of any size to deliver high‑quality, reliable AI solutions that drive real business impact.

We are looking for passionate, talented, and motivated people to join us as we empower organizations to build, deploy, and scale the next generation of enterprise software. While we are leading the charge into the agentic era, our mission is broader: we are the platform enterprise leaders trust to evolve their entire business, accelerating innovation through secure, governed human‑AI collaboration.

Consistently recognized as a leader by top analyst firms Gartner, IDC and Forrester, OutSystems continues to shape the future of enterprise software development in the agentic era. Business leaders, IT executives and developers choose OutSystems to accelerate internal innovation without compromising reliability and security.

Founded in 2001, OutSystems now has offices in the United States, United Kingdom, the Netherlands, Portugal, Germany, the UAE, Japan, Hong Kong, Malaysia, Australia, India, and Singapore, and includes a thriving, worldwide community of remote employees.

OutSystems is a global company, with more than 900k developer community members, 1,700 employees, more than 600 partners, and thousands of active customers in over 75 countries and across 21 industries.

Working at OutSystems

Our culture is built on our core values of Trust, Customer Success, Innovation, and Alignment. We operate as one global OutSystems team, taking ownership to pursue our vision of being the AI platform enterprise leaders trust to build, secure, and evolve their most critical applications and systems.

What do we have to offer you?

A company at the vanguard of the agentic revolution, where we don’t just react to AI innovation—we architect it. Joining OutSystems means stepping onto a high‑growth rocket ship that combines the fearless agility of a startup with the sophisticated, global foundation of an enterprise powerhouse. Real growth opportunities.

We don't just talk about development; we invest in it through structured programs designed to scale your expertise. Whether you are aiming for vertical progression, exploring lateral moves into new domains, or mastering specialized AI skills through our Professional Development Fund and Internal Mobility Program, we provide the resources to get you there.

A global collective of world‑class talent, where you’ll collaborate with enterprise software legends and sought‑after thought leaders. At OutSystems, our industry experts aren't just visionaries—they are accessible, approachable mentors who are deeply invested in your growth as we architect the agentic future together.

OutSystems nurtures an inclusive culture where talented individuals from all backgrounds are empowered to learn, experiment and make an impact. We believe that driving our next phase of growth requires the radical creativity that only comes from diverse perspectives. We are committed to building a team as global and diverse as the organizations we serve, ensuring every individual can perform to their full potential.

As an equal opportunity employer, all qualified applicants receive equal consideration regardless of race, origin, religion, sex, sexual orientation, gender identity, disability, veteran status, or any other protected status.

OutSystems is the leading AI Development Platform built for the enterprise. Global organizations trust OutSystems to rapidly build mission‑critical apps and agents, modernize legacy processes with agentic systems, and govern their entire AI portfolio across complex regulatory environments, all on one unified platform.

OutSystems is consistently recognized as a leader in enterprise software development by Gartner, IDC, and Forrester, and ranked #1 in Customer Satisfaction by users on G2. Business leaders, IT executives and developers choose OutSystems to accelerate internal innovation without compromising reliability and security.

Founded in 2001, the OutSystems ecosystem includes more than 85 million end users, over 600 partners, and thousands of active customers in 75+ countries across 20+ industries.

Learn more at www.outsystems.com.