Head of AI

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Austin, TX
In-Office
Real Estate • Software • Travel • Hospitality
Way offers a simple, scalable software platform that lets anyone easily create and curate brand-defining experiences
The Role
Headquartered in Austin, Texas, with its EMEA HQ in Paris, Way is the category-leading B2B technology platform empowering brands to unlock the power of experiences. In a world where 76% of consumers prefer spending on experiences over material goods, Way enables brands to adapt to this shift with cutting-edge technology.

Founded in 2020, Way began as a solution for hospitality brands to drive brand loyalty and generate experiential revenue at scale. Industry leaders like Hyatt Hotels, Hilton, Trailborn, and Auberge Resorts Collection rely on Way’s all-in-one experiential platform to launch unforgettable experiences — from hot air balloon rides in Mexico City to truffle hunting in the French countryside.

Way has achieved significant milestones, including a $20 million Series A funding round in late 2022, led by Tiger Global and MSD Capital (Michael Dell), at a $100M valuation. As the company continues its rapid growth, we’re seeking visionary, driven team players to join our dynamic environment, where challenges are met with unmatched rewards as we transform the hospitality and experiences industry globally.

Key Responsibilities

  • Define and execute the company-wide AI strategy for internal operations.
  • Identify and prioritize high-impact opportunities to apply AI and automation across departments (e.g. customer success, product development, sales, finance, operations).
  • Lead the evaluation, implementation, and management of AI tools and platforms.
  • Build internal tooling and workflows as needed, using APIs, LLMs, and off-the-shelf models.
  • Collaborate with team leads to redesign existing operational processes and standardize using AI-based solutions.
  • Partner with Design and Engineering to design, prototype, and implement new, AI-driven products and features within the Way platform.
  • Own the end-to-end implementation of internal AI projects, including requirements gathering, prototyping, deployment, training of team members, and adoption.
  • Monitor performance and maintain quality standards for AI-enabled processes.

What We're Looking For

  • 3-5+ years of experience in a technical or operational leadership role with a strong focus on automation and applied AI.
  • Demonstrated experience building or shipping AI-powered features in a SaaS or platform product.
  • Hands-on experience implementing AI tools or LLM-based systems in a real business environment.
  • Strong working knowledge of current AI platforms and frameworks (e.g. OpenAI, Anthropic, LangChain, Pinecone, etc).
  • Familiarity with prompt engineering, vector databases, RAG pipelines, and related AI infrastructure.
  • Ability to manage projects from strategy through to delivery without requiring a large team.
  • Strong analytical skills and sound business judgment.
  • Excellent written and verbal communication skills.
  • Experience working in high-growth startups or fast-moving technology companies.
  • Candidates are required to be located in or willing to relocate to Austin, TX - Way is building a workplace environment of team members who are passionate and excited to be together in person at its space in downtown Austin to continue to enable our fast-paced growth trajectory

Why Join Way?

  • Attractive salary package commensurate with experience and skill level.
  • Comprehensive healthcare coverage and other benefits.
  • Opportunities for professional growth in a fast-paced tech environment.
  • Stock options that offer a stake in our success.
  • Modern office located in the vibrant city of Austin, Texas.
  • Annual stipends for hotel stays and travel, allowing you to experience our partner offerings firsthand.

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The Company
Austin , TX
40 Employees
Year Founded: 2020

What We Do

Way provides a SaaS platform to hospitality and real estate companies enabling them to launch peer-to-peer experiences.

Leading brands and independents like Bunkhouse Group in Austin, The Little Nell in Aspen, Life House Hotels, Auberge, and countless others leverage Way to drive revenue and build brand loyalty.

In the future, all brands will be known for the immersive, real-world experiences they provide, and Way is the infrastructure that is powering this transition.

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