Chief AI Officer & Security Architect

Lesith
Dissanayaka

Senior technology leader with close to two decades of experience at the intersection of AI product development, offensive cybersecurity, and enterprise program delivery. Currently building AI-powered security platforms for regulated industries.

Colombo, Sri Lanka
LinkedIn AttackSight.ai
What I Do

Three Pillars of Expertise

Cybersecurity

Leading offensive security engagements, VAPT assessments, and compliance implementations for financial services and government. Building AI-powered attack surface management platforms.

VAPTASMISO 27001OWASPRed TeamCloud Security

AI & Machine Learning

Architecting enterprise AI platforms with agentic frameworks, RAG pipelines, and MLOps. Developing Gen AI-powered solutions including virtual agents and autonomous security testing tools.

Agentic AILLMsRAGMLOpsVertex AIGen AI

Program & Agile Delivery

Directing multi-million dollar transformation programs with SAFe, Scrum, and Lean-Agile. Certified PMP and PMI-ACP with a track record of scaling teams and accelerating delivery across global engagements.

PMPSAFeScrumSDLCKPI-Driven
Career

Professional Experience

ES2 Solutions Sep 2025 – Present Colombo, Sri Lanka

Partner & Chief AI Officer (CAIO) Current

  • Co-created AttackSight, an AI-powered Attack Surface Management (ASM) platform providing continuous threat intelligence, vulnerability scanning, and asset discovery for enterprise clients
  • Architecting ES2 Ravana, an automated VAPT platform integrating autonomous AI agents with security testing frameworks for scalable penetration testing
  • Leading ISO 27001:2022 and ISO 27701:2025 implementation projects for IT services companies — conducting gap assessments, risk assessments, and policy development
  • Conducting AWS security audits for Central Bank of Sri Lanka (CBSL) licensed Primary Dealers, evaluating IAM, network security, and compliance posture
  • Delivering SSDLC training covering OWASP Top 10, SAST/DAST, threat modeling, and DevSecOps practices
  • Performing network and web application VAPT for financial services organizations, including SWIFT interfaces and trading platforms
Arimac Digital Aug 2021 – Sep 2025 Colombo & Dubai, UAE

AI Program Lead & Cloud Strategy Lead

  • Architected the "AI Factory" — a multi-tenant MLOps platform on GCP Vertex AI, Kubernetes (GKE), and Elastic Stack for Fortune 500 clients
  • Led development of a Gen AI-powered Virtual Agent Platform with multi-LLM support, RAG, and real-time WebRTC communication, reducing customer wait times to seconds
  • Orchestrated cloud partnerships with Microsoft Azure, Oracle, and Huawei achieving 20% infrastructure cost reduction
  • Designed talent development framework increasing Data & AI team capacity by 400% in three months
  • Directed a Multi-Million Dollar front-end stream for the Du IGNITE Transformation (UAE); implemented SAFe achieving 15% efficiency gains across Program Increments
Texus Solutions Jul 2020 – Aug 2021 Colombo

Agile Delivery & Business Consultant

  • Co-developed a business framework improving operational efficiency by 35% and boosting conversions by 10%
  • Established Agile framework for lean startup incubation, reducing go-to-market time by 10% and launching multiple MVPs within six months
  • Devised product strategies using growth hacking techniques, increasing growth potential by 25%
Tryonics Jul 2017 – Jul 2020 Colombo

Project Manager & Business Analyst Lead

  • Led Scrum transformation across all projects, raising efficiency by 70% and halving project cycle time
  • Launched COVID-proof insurance solutions — automating sales, underwriting, and claims — resulting in a 90% revenue increase during the pandemic
  • Defined product vision and roadmaps, boosting product uptake by 30%
Tech One Global & SriNetGate Aug 2008 – Dec 2016 Dhaka & Colombo

Project Manager / Business Analyst

  • Built dedicated applications teams from the ground up, driving annual revenue growth of over 35%
  • Implemented Agile-first delivery frameworks, improving project success rates by 25%
  • Created requirements and documentation frameworks, raising project efficiency by 40% and client satisfaction by over 50%
Credentials

Education & Certifications

Education

Master of Business Administration (MBA)
Quantic School of Business and Technology · Washington, D.C.
Post-Graduate Diploma, Business Analytics
Seneca Polytechnic · Toronto, Canada — GPA 4.0
BSc (Hons), Information Systems & Management
London School of Economics and Political Science (LSE) · London, UK

Certifications

Project Management Professional (PMP)
PMI · Credential #2275662
PMI Agile Certified Practitioner (PMI-ACP)
PMI · Credential #2648940
Offensive Security Certified Professional (OSCP)
▸ In Progress
HTB Certified Penetration Testing Specialist (CPTS)
▸ In Progress
Toolkit

Technologies & Tools

Offensive Security

NmapNucleiOWASP ZAPBurp Suite MetasploitNessusQualysGobuster ffufNiktotheHarvesterKatana Kali LinuxParrotOS

AI & Machine Learning

Agentic AILLMsRAGMLOps Vertex AIVector DatabasesGraph Databases Neo4jGenerative AIMCP

Cloud & DevSecOps

AWSAzureGCPDocker KubernetesCI/CDSAST/DASTSCA Zero TrustElastic Stack

Development

PythonFastAPIJavaScript/TypeScript Node.jsPostgreSQLNeo4j BashSQLFlutterNext.js

GRC & Compliance

ISO 27001:2022ISO 27701:2025GDPR PDPAMITRE ATT&CKCBSL Compliance Risk Assessment
Get in Touch

Let's Work Together

Whether you need a security assessment, an AI strategy, or a program delivery partner — I'd love to hear from you. I'm currently taking on select consulting engagements through ES2 Solutions.
linkedin.com/in/lesith attacksight.ai