Job Description

Disclaimer – Must read: Commitment & Focus

This role requires full-time dedication, with clear priority given to Darwoft projects during the established working hours. It is not compatible with other full-time professional engagements. Any additional professional activities must be disclosed in advance and must not interfere with the responsibilities or working hours of this role.

Senior Forward Deployed Engineer (Java/JVM/OpenRewrite/AI Agents) · LATAM

Location: Anywhere in LATAM
Work Model: 100% Remote, with potential travel for key customer engagements
Contract Type: Contractor
Project: Enterprise Software Modernization & AI-Assisted Development
Time Zone: Availability to collaborate with US-based customers and global teams
English Level: Advanced
Seniority: Senior / Principal

Get to Know Darwoft

At Darwoft, we build custom software solutions and partner with international companies to create high-impact digital products.

We are a Latin American technology company with a people-first culture, strong technical standards, and a long-term partnership mindset. We work with distributed teams, complex engineering challenges, and customers where technology has a direct impact on business outcomes.

We are looking for professionals with strong technical judgment, autonomy, excellent communication skills, and the ability to build robust, scalable, and sustainable solutions.

About the Role

We are looking for a Senior Forward Deployed Engineer to join a high-impact international project focused on enterprise software modernization and the adoption of AI-assisted development workflows.

This is a hands-on, customer-facing technical position. It is not a traditional support or purely advisory role.

You will work directly within enterprise engineering organizations, acting as the primary technical bridge between customer stakeholders, Platform Engineering teams, Customer Success teams, and the software modernization platform.

You will own the technical execution of large-scale modernization programs across complex enterprise codebases. These initiatives may include upgrading frameworks across hundreds or thousands of repositories, migrating Java applications, remediating security vulnerabilities, replacing legacy platforms, integrating enterprise build pipelines, and developing custom OpenRewrite recipes.

You will also help customers understand how automated code transformation can become foundational infrastructure for AI coding agents operating across large-scale software ecosystems.

What You'll Be Doing

Enterprise Technical Advisory

• Own post-sales technical execution across a portfolio of large enterprise customer accounts.
• Act as a trusted technical advisor and OpenRewrite subject matter expert.
• Partner with VPs of Engineering, Principal Architects, Platform Engineering leaders, and other senior stakeholders.
• Translate business and engineering objectives into executable software modernization strategies.
• Navigate complex technical, organizational, and political environments within enterprise customers.
• Advocate for customer requirements and provide technical feedback to internal product and engineering teams.
• Identify adoption barriers, technical risks, and opportunities to increase platform value.

Large-Scale Software Modernization

• Plan and execute mass-scale modernization initiatives across hundreds or thousands of repositories and microservices.
• Lead framework and runtime upgrades, including Spring Boot modernization and Java version migrations.
• Support migrations from legacy platforms and outdated enterprise architectures.
• Automate the remediation of security vulnerabilities, including issues related to the OWASP Top Ten.
• Improve code quality, security posture, migration readiness, and long-term maintainability.
• Define repeatable modernization patterns that can be applied across large application portfolios.
• Help customers understand and analyze their codebases at an organizational scale.

OpenRewrite Engineering

• Design, develop, test, and deploy custom OpenRewrite recipes.
• Translate organization-specific code patterns into deterministic and reusable transformations.
• Support customer engineering teams in building their own recipes.
• Diagnose edge cases involving static analysis, source parsing, compilation, and transformation accuracy.
• Work with OpenRewrite concepts such as Lossless Semantic Trees — LSTs.
• Contribute to reusable recipes for framework upgrades, migrations, security remediation, and code-quality improvements.
• Support contributions from customers and the wider open-source community.

Enterprise Integration and Troubleshooting

• Integrate the platform into enterprise development environments and CI/CD workflows.
• Provide expert guidance on Maven, Gradle, and other enterprise build systems.
• Troubleshoot complex build failures, dependency conflicts, classpath issues, and compilation errors.
• Diagnose integration issues involving private artifact repositories, enterprise security controls, and internal infrastructure.
• Work with artifact management platforms such as Artifactory and Nexus.
• Support CI/CD platforms including Jenkins, GitHub Actions, and GitLab CI.
• Resolve complex technical escalations requiring deep investigation across repositories, pipelines, infrastructure, and application code.

AI-Assisted and Agentic Development

• Help enterprise customers adopt modern AI-assisted development workflows.
• Integrate AI coding assistants and coding agents with automated code transformation capabilities.
• Support workflows involving AI-generated code, agent-driven pull request automation, and LLM-based code generation.
• Help organizations implement governed and deterministic engineering workflows for AI agents operating across large codebases.
• Identify patterns in AI-generated code that create new modernization, quality, security, or remediation requirements.
• Translate emerging patterns into reusable recipes, tools, and engineering standards.
• Work with tools and concepts such as GitHub Copilot, Claude Code, Cursor, MCP, agent frameworks, and OpenRewrite recipes used as agent tools.

Customer Enablement

• Lead technical workshops, demonstrations, and enablement sessions.
• Present complex engineering concepts to both technical and executive audiences.
• Train customer teams on platform capabilities, OpenRewrite, automated transformation, and modernization practices.
• Create technical documentation, examples, and reusable implementation guidance.
• Support large engineering organizations in building internal expertise and adoption.

Catalog and Ecosystem Expansion

• Monitor new language, framework, platform, and infrastructure releases relevant to enterprise customers.
• Proactively identify opportunities to expand transformation and modernization coverage.
• Develop reusable recipes for new versions and widely applicable technology changes.
• Contribute to modernization capabilities across ecosystems such as:
  • Java and the JVM
  • NET
  • JavaScript and TypeScript
  • Node.js
  • Python
  • Go
  • Scala
  • YAML
  • Kubernetes
  • Terraform
  • Infrastructure as Code
• Collaborate with customers, internal engineering teams, and the open-source community to expand recipe coverage.

What You Bring

Must-Have

• 10+ years of experience in software development, hands-on Solutions Architecture, technical consulting, technical account management, or similar enterprise-facing technical roles.
• Strong hands-on experience developing and troubleshooting enterprise software.
• Deep knowledge of Java, the JVM, and the broader Java ecosystem.
• Advanced experience with Maven, Gradle, dependency management, and enterprise build systems.
• Strong understanding of compilation, classpaths, runtime behavior, dependencies, and application packaging.
• Experience working with large, distributed, or highly complex enterprise codebases.
• Proven experience leading or contributing to large-scale software modernization or migration initiatives.
• Experience with CI/CD platforms such as Jenkins, GitHub Actions, or GitLab CI.
• Experience with artifact management tools such as Artifactory or Nexus.
• Strong troubleshooting skills across build pipelines, repositories, dependencies, integrations, and infrastructure.
• Familiarity with software security vulnerability detection and remediation.
• Familiarity with agentic development workflows, AI coding assistants, LLM-based code generation, or AI agents operating on codebases.
• Proven ability to manage technical relationships with large enterprise customers.
• Ability to communicate effectively with engineers, architects, engineering leaders, and executive stakeholders.
• Strong systems thinking and the ability to understand complex interactions across platforms, repositories, pipelines, and codebases.
• Excellent English communication skills.
• High autonomy, technical judgment, and comfort operating in ambiguous and rapidly evolving environments.
• Ability to successfully pass background checks required by enterprise customers, which may include education verification, criminal history checks, or drug testing.

Nice to Have

• Direct hands-on experience with OpenRewrite.
• Experience developing, testing, or deploying custom OpenRewrite recipes.
• Familiarity with Lossless Semantic Trees — LSTs.
• Experience with static analysis or SAST tools such as SonarQube, Checkmarx, or similar platforms.
• Experience with application security vulnerability detection and remediation methodologies.
• Experience leading Java migrations, such as Java 8 to Java 17 or Java 21.
• Experience upgrading Spring Boot or other enterprise frameworks across large application portfolios.
• Experience modernizing legacy, monolithic, or highly distributed codebases.
• Experience with additional languages such as .NET, Python, JavaScript, TypeScript, Go, or Scala.
• Experience with Kubernetes, Terraform, YAML, or other Infrastructure as Code technologies.
• Previous experience in Forward Deployed Engineering, Solutions Engineering, software consulting, or technical account management.
• Experience presenting technical solutions to large audiences.
• Experience with AI developer tools, coding agents, MCP-based integrations, or agent-driven software development workflows.
• Experience acting as a technical bridge between customers, internal engineering teams, partners, and system integrators.

What Darwoft Offers

• Contractor agreement with payment in USD
• 100% remote work
• Argentina's public holidays
• English classes
• Referral program
• Access to learning platforms
• Opportunity to work on a high-impact international project
• Direct exposure to enterprise software modernization and emerging AI engineering practices

Explore this and other opportunities at:

www.darwoft.com/careers