Leonard L.

CEO

Singapore, Singapore13 yrs experience
AI ML PractitionerAI Enabled

Key Highlights

  • Head of Cyber Strategy Consulting at Ensign InfoSecurity
  • Recognized as a 2024 SG Digital Leader
  • Led critical cybersecurity projects for Singapore's defense
Stackforce AI infers this person is a Cybersecurity and Technology Management expert with a focus on strategic transformation.

Contact

Skills

Core Skills

CybersecurityLeadershipTechnology Business ManagementFinopsProject ManagementRobotics

Other Skills

Management ConsultingGeneral ManagementBusiness OperationsCloud SecurityInformation AssuranceDesign ThinkingBurp SuiteTenable NessusVulnerability AssessmentAutonomous VehiclesArtificial Intelligence (AI)Stakeholder EngagementSystems EngineeringDeep LearningScuba Diving

About

Leonard is currently the Head of Cyber Strategy Consulting at Ensign InfoSecurity, Asia's largest pure-play cybersecurity service company based in Singapore. At Ensign, he leads a team of strategy consultants who leverage deep cybersecurity expertise to offer executive clients tailored solutions that are aligned with their operating context and matched to their business objectives. Prior to Ensign, he held several leadership positions at Circles, a global technology company headquartered in Singapore that is reimagining the telco industry. At Circles, he played a key role in scaling technology operations to support rapid business growth and global expansion. For his contributions, he was recognized as a 2024 SG Digital Leader by IMDA (Infocomm Media Development Authority), an agency of the Singapore Government. Before joining the private sector, Leonard began his career in the public sector, focusing on Defense Technology. He served in the Defence Science & Technology Agency (DSTA) and DSO National Laboratories, where he led and managed critical projects in unmanned systems and cybersecurity. Leonard completed the Harvard Business School General Management Program, holds a B.Sc. in Electrical Engineering from the University of Illinois Urbana-Champaign and an M.Sc. in Management Science & Engineering from Stanford University. He is also CISSP and PMP certified.

Experience

Ensign infosecurity

Senior Director, Head of Cyber Strategy Consulting

Dec 2025Present · 4 mos · Singapore

CybersecurityLeadershipManagement Consulting

Circles

3 roles

Head of Business Excellence

May 2025Dec 2025 · 7 mos · Singapore

  • Direct report and trusted advisor to the Group CFO, driving strategy and executive-level decision making.
  • Establish and lead a lean internal BizOps practice to drive business and operational efficiency across Circles Group.
  • Drive strategic cross-functional projects to identify opportunities and implement improvements to enhance gross margins, establish best-in-class practices and processes to minimize friction, and build a culture of excellence and innovation.
Technology Business ManagementLeadership

Head of Operations, Product Engineering

Promoted

Apr 2022Apr 2025 · 3 yrs · Singapore

  • Direct report and trusted advisor to the Group CTO, driving executive-level decision making.
  • Lead the CTO Office team to drive strategic initiatives and ensure smooth operations of Product Engineering.
  • Oversee a $XXX M annual Product Engineering budget, optimizing resource allocation as we build our next-generation B2B2C SaaS platform and scale our platform to support a growing footprint of global clients and end customers.
  • Partner Group CISO to invest in capabilities to enhance our cybersecurity posture and achieve ISO27001 certification.
  • Built a Cloud FinOps function from scratch, managing $XXM+ in multi-cloud spend (AWS/GCP/OCI) and driving $XM+ incremental annual savings through optimization and cultural transformation.
  • Drive the talent strategy and launched Circles’ Bangalore office to scale engineering operations, alleviating talent constraints across our existing regional development hubs in Singapore and Sri Lanka.
  • Streamline operations to manage a 600+ Product Engineering team via OKRs and centralized manpower data, empowering distributed leaders to manage their teams effectively while providing visibility to Senior Leadership.
  • Nationally recognized in 2024 as a SG Digital Leader (one of 22 recipients) by Singapore’s Infocomm Media Development Authority for contributions to the Singapore tech ecosystem.
  • Consistently recognized as a Space Explorer (top 5% performers) and promoted to Group level role.
Technology Business ManagementGeneral ManagementBusiness OperationsFinOpsLeadership

PMO Manager, CTO Office

Nov 2020Mar 2022 · 1 yr 4 mos · Singapore

  • Drove >$XXX K in annual savings through contract negotiation and optimization.
  • Scaled Product Engineering headcount by 50% during the 2021 tech hiring boom, stepping in to fill a gap and lead tech talent acquisition amidst fierce competition for talent.
  • Provided PMO support to stabilize the Indonesia Market Growth team through leadership transition and ensuring operational continuity.
  • Recognized as a Space Cadet (top 20% performers) in 2021, and promoted to Head of Operations.
Project Management

Dsta

3 roles

Deputy Head (Cybersecurity)

Promoted

Nov 2018Nov 2020 · 2 yrs · Singapore

  • Managed a portfolio of cybersecurity projects > S$8M, securing critical IT infrastructure for the Republic of Singapore Air Force (RSAF) - Led a cross-functional team to implement advanced cybersecurity solutions and establish a Cyber Security Operations Center (SOC) to multi-service stakeholders (Air Force and Digital Intelligence Service).
  • Drove cybersecurity risks management through conducting Threat Risk Assessments and ensured cybersecurity compliance through Vulnerability Assessments prior to system operational deployment.
  • Served concurrently as a Technical Consultant to the RSAF, advising on Cybersecurity Policy and Implementation.
  • Led enterprise-level risk management (ERM) tracking as the Secretariat to DSTA ERM Steering Committee.
  • Selected for the DSTA Management Program, a highly selective leadership development program for high potentials in the public service (<3% of staff).
Design ThinkingBurp SuiteProject ManagementTenable NessusVulnerability AssessmentCybersecurity+2

Senior Engineer (Robotics)

Jun 2017Oct 2018 · 1 yr 4 mos · Singapore

  • Served as Technical Consultant on multiple autonomous vehicle R&D projects with Singapore’s Ministry of Transport (MOT), contributing to the development of cutting-edge transportation technology.
  • Spearheaded the design and safety assessment of an advanced sensor R&D project, ensuring safe and rigorous testing and deployment.
  • Volunteered for a cross-department study that applied the McKinsey methodology to implement “Cyber-by-Design” principles across the organization. Awarded DSTA Innovation Award (Team) in 2018.
Autonomous VehiclesDesign ThinkingProject ManagementRobotics

Engineer (Robotics)

Jul 2015Jun 2017 · 1 yr 11 mos · Singapore

  • Managed a collaboration project with Singapore University of Technology & Design (SUTD), applying design thinking principles to develop Human Robot Interaction solutions for controlling unmanned vehicles in dynamic environments.
  • Led the conduct of safe training and vehicle trials for a project that delivered capability enhancements for armored unmanned ground vehicles. Project was showcased to the public at a Defense Technology (DTC50) exhibition.
  • Contributed to the development of long-term technology roadmaps and engineering masterplans, guiding long-term technology and innovation strategies for the Singapore Armed Forces and government ministries.
  • Awarded the DSTA Innovation Award (Individual) in 2016 for consistently driving innovation.
Autonomous VehiclesDesign ThinkingProject ManagementRobotics

Dso national laboratories

Member Of Technical Staff

Jul 2014Jul 2015 · 1 yr · Singapore

  • Completed a year-long rotation program to DSO National Laboratories, designed to develop deep technical expertise in robotics and software development.
  • Developed an obstacle avoidance algorithm for unmanned ground vehicles, using C++ and Python, leveraging perception data to improve navigation in complex environment.
  • Prototyped and tested the algorithm in simulations, demonstrating the solution at the annual techKNOWfair.
Autonomous VehiclesRobotics

Dsta

Intern

Jan 2010Jun 2010 · 5 mos · Singapore

  • Analyzed and developed the requirement specifications for the integration of two combat systems onboard warships of the Republic of Singapore Navy
  • Awarded Certificate of Achievement (Excellence)

Republic of singapore air force

Pilot Trainee - Officer Cadet

May 2008Nov 2009 · 1 yr 6 mos · Singapore

  • Top trainee for 07/08 Air Grading Course
  • Awarded Best Knowledge of 73/08 Air Force Service Term (Officer Cadet School)

Education

Harvard Business School

Executive Education — General Management Program

Jan 2025Apr 2025

Stanford University

Master of Science - MS — Management Science and Engineering

Jan 2013Jan 2014

University of Illinois Urbana-Champaign

Bachelor of Science - BS — Electrical Engineering

Jan 2010Jan 2013

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