Outdoorsy

Roamly Labs - AI Engineer

Outdoorsy$120K — $150K *
Consumer Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in AI and software engineering
  • Deep understanding of AI workflows, embeddings, and cognitive architectures
  • Proven experience with MLOps and cloud infrastructure (AWS/GCP)
  • Strong problem-solving skills and a creative mindset
  • Eagerness to explore intersections of InsurTech and autonomous mobility

Responsibilities

  • Design and deploy autonomous agentic systems for real-world applications
  • Develop AI-driven solutions for embedded insurance and mobility markets
  • Architect scalable systems for processing vehicle telemetry alongside FSD technologies
  • Rapidly prototype ideas into functional MVPs and scale them to production
  • Promote a culture of innovation in generative AI and related tech within the team

Benefits

  • Opportunity to influence a multi-billion-dollar industry
  • High-autonomy workplace fostering innovation with low bureaucracy
  • Comprehensive benefits package including competitive salary and equity
  • Dynamic work environment in Austin, TX with a team of top innovators
Full Job Description
The Role: AI Engineer (AI-Native Builder)

We are seeking an extraordinary AI Engineer who is an AI-native builder at heart. You aren't just a consumer of APIs; you possess a deep engineering foundation combined with a highly creative, driven DNA.

In this role, you will architect, build, and deploy advanced Agentic systems that operate autonomously, reason through complex workflows, and seamlessly integrate with next-generation physical and insurance tech stacks. From building intelligent insurance agents to designing telemetry pipelines that interface with Full Self-Driving (FSD) systems, your work will directly define the technological frontier of Roamly Labs.

Requirements
Key Responsibilities & Deliverables
  • Design & Deploy Agentic Systems: Build multi-agent AI architectures capable of autonomous reasoning, task planning, and executing complex workflows in real-world scenarios.
  • Revolutionize Embedded Insurance: Develop AI-driven products through agents that power solutions we are innovating for the embedded insurance and autonomous mobility markets.
  • Pioneer Telemetry & FSD Integration: Architect highly scalable AI systems that process real-time vehicle telemetry, working seamlessly alongside Full Self-Driving (FSD) and autonomous mobility systems.
  • Rapid Prototyping to Production: Turn audacious ideas into functional MVPs within days, and scale them into robust, production-grade enterprise solutions.
  • Drive an AI-Native Culture: Stay on the absolute bleeding edge of generative AI, LLMs, computer vision, and reinforcement learning, injecting an innovative mindset into every layer of our tech stack.
Who You Are (Candidate Profile)
  • The AI-Native Mindset: You think in terms of agentic workflows, embeddings, vector databases, and cognitive architectures. You view AI not as an add-on, but as the foundational core of modern software.
  • Strong Engineering DNA: You have a proven track record of shipping production-grade software. You understand the nuances of MLOps, LLMOps, and cloud infrastructure (AWS/GCP).
  • Domain Curiosity: While you don't need to be an expert in all of them today, you are deeply eager to master the intersection of InsurTech, autonomous mobility, and IoT/telemetry data.
  • Creative & Driven: You possess a high degree of autonomy, a bias for action, and the creative problem-solving skills required to navigate ambiguous, zero-to-one product spaces.
  • Location: Based in or willing to relocate to Austin, TX, ready to collaborate closely with the team in our innovation hub.
Bonus Points If You Have...
  • Experience working with sensor fusion, geospatial data, Agentic systems or time-series telemetry from connected vehicles.
  • Deep familiarity with agent frameworks (e.g., LangGraph, CrewAI, AutoGen) or custom-built cognitive loops.
  • A portfolio of side projects, open-source contributions, or hackathon wins that demonstrate your passion for building.

Benefits
What We Offer
  • The opportunity to shape the future of a multi-billion-dollar industry backed by the resources of the Outdoorsy Group.
  • A high-autonomy, low-bureaucracy environment designed for builders.
  • Competitive salary, equity, and comprehensive benefits.
  • A vibrant workspace in Austin, TX, surrounded by a world-class team of innovators.

Are you ready to build what's next? Apply to Roamly Labs today and help us drive the future of autonomous mobility and embedded insurance.

About Outdoorsy

Outdoorsy is a peer-to-peer recreational vehicle (RV) rental marketplace. The company was founded in 2015 by Jeff Cavins and Jennifer Young. Outdoorsy allows RV owners to rent out their vehicles to travelers, and it offers a wide range of RVs, including motorhomes, campervans, and travel trailers. The company is headquartered in San Francisco, California, and it has more than 200 employees. Outdoorsy has raised more than $80 million in funding from investors such as Aviva Ventures, Altos Ventures, and Tandem Capital.
Learn more about Outdoorsy
Size
200 employees
Industry
Founded
2014

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