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CTO - “Clara” (AI healthcare companion for older adults)

Pioneer Square Labs

Pioneer Square Labs

Software Engineering, Data Science
Seattle, WA, USA
Posted on Saturday, April 20, 2024

Location: Seattle, WA


Clara is a smart personal assistant designed to help older adults on their healthcare journey. This digital health experience is powered by conversational AI withbroad context to help support daily tasks and goals and deliver improved health outcomes. The company emphasizes human centered design to deliver a highly engaging consumer experience, integrated with the healthcare industry.


  • Partner with the CEO to as a thought-leader and driver of strategy, communicating the technical vision to investors, customers, and partners
  • Develop and own all technical aspects of Clara’s strategy
  • Translate our strategy into an achievable roadmap and action plan
  • Build a world-class technical team, assessing the specific skills and qualities we need
  • Budget for, hire and manage a team of developers
  • Lead by example by being hands-on and actively involved in the development process, including the ability and willingness to write and review production-level code as needed
  • Act as a champion for our values and as a source of mentorship and growth
  • Provide management and execution against project plans and delivery commitments
  • Bring a strong sense of empathy to the development of the AI stack, ensuring that it embodies a personality that is friendly, dependable, proactive, and empathetic


  • Passion for developing design-driven consumer technology experiences
  • Bachelor's degree in Computer Science, Computer Engineering or related technical discipline
  • 5+ years of relevant software engineering experience (including production SAAS products, distributed cloud services, and exposure to ML/AI).
  • Experience in the following is a plus:
    • Multi-channel messaging systems (including text, email, and voice)
    • Personalization engines
    • AI prompt engineering
    • Generative AI product development experience
    • Retrieval-augmented generation (RAG)
    • Familiarity with the current AI foundation model landscape
    • Building and integrating experiences in a regulated environment
  • 5+ years of team management experience
  • Problem-solving aptitude
  • Ability and experience scaling a company

About Pioneer Square Labs:

Pioneer Square Labs (PSL) is a premier startup studio and early-stage venture capital fund focused on fostering the next generation of technology companies. PSL Studio collaborates with exceptional entrepreneurs to develop ideas from scratch, validate them, and build venture-scale companies.

Over the past eight years, PSL has successfully spun out over 35 businesses. We are continuously seeking extraordinary individuals to build with us.