Senior Software Engineer, AI

About the role

We're looking for a Senior Software Engineer, AI to lead the development and strategic direction of Cloaked's AI Agents - autonomous agents that act on a user's behalf to monitor, manage, and enforce their privacy across their entire digital footprint.

What will you do?

• Lead the technical roadmap and architecture for Cloaked's AI agent platform
• Design and build production agents that monitor, manage, and enforce users' privacy across their digital footprint autonomously
• Build agents that take real action on users' behalf - submitting data-removal requests, navigating opt-out flows, and adjusting privacy settings across hundreds of services
• Build defenses for adversarial environments, including prompt injection, untrusted web content, and hostile data sources
• Own the orchestration layer, integrations, and the cloud infrastructure the agents run on
• Collaborate with design, mobile, and product teams to ship agent experiences that feel effortless to end users
• Serve as the AI agents domain expert on the team, raising the engineering bar through code reviews, architecture discussions, and mentorship
• Help the team ship features faster and with fewer bugs by setting the technical standard for the product
• Actively leverage AI tools in day-to-day engineering work
• Contribute across engineering teams beyond Agents as the business scales

Skills and experiences

• Strong software engineering fundamentals - production systems, distributed systems, real-time infrastructure
• Hands-on experience building agentic or LLM-powered products in production
• Proficiency with modern agent stacks: LLM orchestration and agent frameworks (LangGraph, LangChain, LlamaIndex, or similar), tool-use/function calling, and RAG
• Deep familiarity with LLMs, evals, and prompt engineering in production environments
• Experience building reliability and guardrails into non-deterministic systems
• Proficiency in Python and/or Go, with a track record of building scalable backend systems
• Experience designing and deploying secure, production-grade APIs
• Strong understanding of cloud infrastructure (AWS, GCP) and containerized deployments
• Experience with workflow orchestration and job scheduling at scale

Nice to have

• Experience with browser automation, headless automation, or web scraping at scale
• Background in agent observability, eval frameworks, or LLMOps
• Familiarity with adversarial ML, AI safety, prompt-injection defense, or anti-fraud system design
• PII handling and sensitive data awareness
• Prior exposure to consumer privacy or security-focused products
• Experience with workflow orchestration and job scheduling at scale

What we offer

• Competitive PTO: We encourage employees to take a minimum # of vacation per quarter. We see PTO as a preventative burnout measure and are committed to changing the industry standard.
• Monthly health stipend: Used for any kind of physical, mental or emotional care you’d like to take for yourself, be it a gym membership, a meditation app, or time with a personal trainer.
• Late Night Meals: We understand that sometimes work can get in the way of meal prep. In response to that, we offer employees a monthly meal stipend to be used when they don’t have time to get a home cooked meal going!
• Professional Growth: Opportunities for career development and personal growth are provided to all employees who seek to further their knowledge and capabilities through an unlimited professional development fund. Additionally team members are encouraged to regularly attend conferences and industry events.
• Cloaked employees have 401K, as well as top of the line Health, Dental, and Vision benefits.
• We offer flexible work arrangements and the ability to work remotely as needed.
• Cloaked provides a home office stipend in addition to a new company laptop (and other tech depending on the role).