We are looking for a Senior Software Engineer with extension experience in Browser Automation or Applied AI.

About this team 

The AI Technology Team within our Product Technology Group serves as BOLD’s internal incubator for applied AI, leveraging the latest large-language models to tackle our most complex challenges. We are building an intelligent automation framework designed to solve real-world career workflows at scale. We are looking for engineers who are passionate about high-scale browser automation and agentic AI systems that reason, plan, and adapt. This role is hybrid; you'll collaborate in person with the engineering team in Guaynabo 2 days a week.

What you'll do

• Design & Architect: Contribute to the design, development, and deployment of intelligent automation systems and scalable browser-based frameworks.
• Build Agentic Workflows: (AI Focus) Implement multi-step workflows leveraging reasoning, self-reflection, and adaptive execution strategies.
• Scale Automation: (Browser Focus) Design and maintain large-scale browser automation systems using tools like Playwright, Selenium, or Puppeteer.
• Optimize Performance: Refine LLM prompts for accuracy and develop monitoring systems to detect automation drift or performance issues.
• Solve Complex Edge Cases: Navigate challenges like bot detection, captchas, shadow DOM, and dynamic rendering.
• Collaborate Globally: Work across high-performing, cross-functional teams to translate vision into end-to-end production features.
• Mentor: Guide junior engineers and promote engineering best practices and technical excellence.

What you'll need 

• Experience: 5–7 years of professional software engineering experience building and shipping production-grade systems.
• Technical Mastery: Expert-level proficiency in JavaScript and TypeScript.
• Specialized Track (Browser): Deep experience with browser automation frameworks (Playwright, Selenium, Puppeteer) and a strong understanding of DOM architecture.
• Specialized Track (AI): Hands-on experience with LLMs, RAG pipelines, vector databases, and frameworks like LangChain or LangGraph.
• Systems Thinking: Strong understanding of system design, testing strategies, and scalability.
• Education: Bachelor’s or Master’s degree in Computer Science, Data Science, or a related field (or equivalent experience).

What's good to have 

• Experience with Python and API development (REST/gRPC).
• Exposure to Cloud infrastructure (AWS/Azure) and CI/CD pipelines.
• Experience combining AI reasoning with browser automation workflows.

Benefits

Outstanding Compensation

• Competitive salary
• Bi-annual bonus
• 401(k) plan with match
• Equity in company
• Flexible spending accounts (health, dependent care)
• Internet and home office reimbursement
• In-office catered breakfast and lunches

100% Full Health Benefits

• Medical, dental, and vision (optional plans for your family)
• Life & long-term disability insurance (optional)
• Mental health support and resources
• Wellness reimbursement (gym, health apps, etc.)
• Pet Insurance (optional)

Flexible time away

• Flexible PTO
• Sick time policy
• Observed holidays

Certain group health plans are required to disclose on a public website information regarding in-network provider rates and historical out-of-network allowed amounts and billed charges for covered items and services in two separate machine-readable files (MRFs). The MRFs for the Triple S Salud medical benefit plans are linked below as of July 1, 2022:

https://salud.grupotriples.com/en/transparency-in-coverage-machine-readable-files/

ELIGIBILITY 

LOCATION

This position is open to residents of Puerto Rico and US citizens willing to relocate to Puerto Rico.

#LI-Hybrid