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Ranjeewa Weerasinghe

Ranjeewa Weerasinghe

Engineering Leader

Bend, OR (US)

Summary

I'm an engineering leader who has built things from scratch as both an individual contributor and as a leader brought in to stand up a team and its architecture from day one. I've done this across early-stage startups, not-for-profit organizations, and Fortune 100 companies, leading distributed teams of full-time engineers and contractors across timezones and continents. I'm a proponent of lean and agile methodologies and test-driven development, and I do my best work in small, highly-collaborative teams that ship frequently.

Skills

Backend

  • Java / JVM languages
  • Python
  • Spring
  • RDBMS (PostgreSQL, MySQL, Oracle)
  • NoSQL (ElasticSearch)
  • Redis

Cloud & DevOps

  • AWS
  • Google Cloud Platform (GCP)
  • Kubernetes
  • Docker
  • Serverless
  • CI/CD Pipelines

Architecture & Tooling

  • System Design
  • API Design
  • Microservices
  • Distributed Systems
  • Event-Driven Architecture

AI

  • Spring AI
  • Codex
  • Claude
  • Cursor

Work Experience(12)

Jun 2024 - May 2026
Director of Engineering
Intellistack (formerly Formstack)
  • Led multiple engineering teams building Intellistack Streamline, a customer-facing, no-code business process automation platform built on Java microservices and a Next.js (React) frontend, taking it from concept to onboarding production customers in 18 months

  • Partnered daily with product managers, both on my teams and across the org, to translate customer needs into roadmap and technical scope spanning both backend and frontend development

  • Led the Data Fabric team, integrating 12 data source types such as RDS, API-driven, and FHIR-based EHR systems into a common format for the platform

  • Led the Integrations team, connecting 15+ systems via an iPaaS for file, email, and event workflows

  • Managed 5 to 12 people, including other engineering managers, across a distributed mix of full-time employees and contractors

Jul 2020 - Jun 2024
Senior Software Engineer / Technical Director
Open Raven (acquired by Intellistack)
  • Wrote Open Raven's first data scanner and grew it into a dedicated, fully remote team of 8 frontend and backend engineers, helping establish the DSPM (Data Security Posture Management) product category

  • Built the only scanning solution for file and data stores across AWS, GCP, and Azure that ran entirely within the customer's own environment

  • Delivered a scanning engine capable of identifying sensitive data at cloud scale, forming the core of Open Raven's DSPM product

  • Owned technical architecture, project management, and scrum master responsibilities for a team spanning the EU and US, in addition to writing code

  • Grew from individual contributor to Technical Director, taking on team leadership, hiring, and architectural ownership as the company scaled

Nov 2018 - Jul 2020
Senior Software Engineer / Tech Lead
Tenable

As an engineer on the Platform Engineering team, worked on the core frameworks and services powering Tenable's cloud offering.

  • Improved and maintained microservices and frameworks written in Groovy, Java, Kotlin, and Node, powering Tenable's cloud offering

  • Designed a new RBAC system and led migration from a homegrown authentication system to Okta

Nov 2017 - Nov 2018
Lead Java Engineer
Skyward, a Verizon company

Skyward built software to manage commercial UAV (drone) operations. Hired to lead the development team in adopting Agile practices, refactor the legacy codebase to enable faster deployment, and to mentor junior developers.

  • Built the industry's first LAANC integration approved by the FAA, taking it from concept to certified production integration by collaborating directly with FAA counterparts to develop and validate their API endpoints

  • Led and mentored a team of 4 to 6 developers, growing junior engineers' technical skills while adopting Agile practices for the first time

  • Refactored airspace generation software into containerized microservices deployed on Kubernetes, enabling modularity, testability, and zero-downtime deployments

  • Created CI pipelines to support the new microservices architecture

Oct 2011 - Feb 2017
Technical Lead
Jama Software
  • Served as Technical Lead across multiple teams totaling 15 engineers, including leading the migration of Jama, a customer-facing SaaS product built on React, from a monolithic Java webapp to a service-oriented architecture, enabling faster, more independent releases, evaluating and designing service frameworks and building a Docker-based deployment model for both SaaS and on-premises installations

  • Worked closely with engineering leaders and product managers throughout my tenure to scope, prioritize, and deliver features across the platform

  • Developed Jama's first analytics product, including data collection endpoints, ETL into ElasticSearch, and visualization with Kibana

  • Designed a new technical hiring flow for Jama, resulting in a more efficient and consistent interview process and better quality hires

  • Built multiple integrations between Jama and other products, using REST/SOAP APIs and custom libraries

Sept 2010 - Aug 2011
Architect (contract)
Agilivant

First technical hire in this financial products start-up. Advising the founders on technology & platform strategy. Establishing development practices for technical hires. Creating hybrid cloud infrastructure with AWS for development and deployment.

  • Hired and led a team of 2 engineers, establishing source control, CI, and collaboration environments for the development team

  • Built hybrid cloud infrastructure on AWS for development and deployment

  • Implemented core components of a cardholder-facing debit card platform, including card ordering and account management, CSR functionality, a services layer, IVR and SMS integration, and batch processing of ISO 8583 transactions

  • Achieved Visa validation and successfully tested the platform with real cards, before leaving ahead of the platform's public launch

Jan 2010 - Aug 2010
Core Developer
Collaborative Software Initiative
Apr 2007 - Jan 2010
Technologist
Liberty Mutual Insurance Group
Oct 2002 - Apr 2007
Technical Architect
ACS Government Solutions Group
May 2001 - Oct 2002
Systems Developer – Enterprise Apps
Association of American Medical Colleges
Jan 1999 - Jan 2001
Project Lead
WebMD Corporation
Nov 1996 - Jan 1999
Senior Software Engineer
Sapient Health Network (acquired by WebMD)

Education(2)

MS Computer Science
Purdue University
BS Computer Science
University of Houston, Clear Lake