Full-Time

Prompt Engineer

Cantina

Cantina

51-200 employees

Subscription-based platform for AI-driven social gaming

Compensation Overview

$150k - $180k/yr

+ Equity

San Francisco, CA, USA + 1 more

More locations: Los Angeles, CA, USA

Hybrid

Category
AI & Machine Learning (1)
Required Skills
LLM
Python
Requirements
  • 3+ years of experience prompt engineering and developing LLM-based features end-to-end.
  • Strong experience writing, testing, and iterating on complex multi-step and system-level prompts.
  • Deep understanding of LLM capabilities, limitations, and quirks, with strong intuition for how input design shapes model behavior.
  • Experience creating datasets and evaluating model outputs in collaboration with ML or product teams.
  • Strong grounding in psychology, sociology, linguistics, or related fields as they relate to personality, behavior, and dialect.
  • Methodical, hypothesis-driven approach to experimentation and iteration.
  • Ability to manage multiple initiatives, prioritize effectively, and operate independently in ambiguous, fast-moving environments.
  • Excellent communication skills, with the ability to explain prompt design decisions to technical and non-technical stakeholders.
  • Comfortable communicating with executive-level stakeholders.
  • Basic Python familiarity and comfort navigating unfamiliar codebases.
Responsibilities
  • Define and author core behavior system prompts that shape how Cantina bots express personality, emotion, dialect, and social behavior across text, voice, image, and video.
  • Identify key personality traits that make AI personas compelling, and create datasets and prompt structures that reliably reproduce those traits.
  • Prototype new bot traits and product features through prompt engineering and iterate based on qualitative and quantitative evaluation.
  • Balance short-term feature development with long-term behavioral consistency and quality across the Cantina ecosystem.
  • Collaborate with research to build and maintain behavioral evaluations that measure bot performance, personality fidelity, and interaction quality over time.
  • Partner with product, design, and engineering to translate creative intent and user feedback into scalable prompt systems.
  • Review, refine, and evolve prompts as they move into production, helping establish best practices and launch criteria.
  • Track emerging issues in bot behavior, prioritize improvements, and drive prompt-level solutions in ambiguous or high-impact areas.
  • Document model quirks, prompting strategies, and guidelines to scale prompt development across teams.
  • Support research and ML in our training efforts by delivering meta-prompts for our synthetic data pipelines and evaluating new model behavior

Cantina is an invitation-only platform that blends social gaming with artificial intelligence in a 24/7 virtual club called The Cantina. Members subscribe to access features that let them add AI bots with distinct personalities, chat, play games, and even generate AI art, with bot behavior adapting to user inputs. The service differentiates itself through a private, personalized, dynamic experience that combines human–AI interaction with user-generated content in a shared space. Its goal is to build a steady, subscription-based platform that appeals to tech-savvy users and brands by delivering ongoing, customized digital interactions.

Company Size

51-200

Company Stage

Series B

Total Funding

$33.3M

Headquarters

New York City, New York

Founded

2014

Simplify Jobs

Simplify's Take

What believers are saying

  • Viral AI avatar creation tools attract content creators and virtual influencer entrepreneurs.
  • Growing interest in AI-driven social gaming expands addressable market beyond traditional social networks.
  • Personalized bot interactions with distinct personalities drive engagement and 30-day retention improvements.

What critics are saying

  • Meta's Instagram Reels AI avatars and generative video tools capture target demographic without switching.
  • OpenAI ChatGPT integration into WhatsApp, iMessage, TikTok displaces Cantina's core AI interaction value.
  • Invite-only model with <500K users risks network-effect death spiral if monthly churn exceeds 5-8%.

What makes Cantina unique

  • Sean Parker-backed invite-only platform for creating realistic AI characters with friends.
  • Subscription model generates recurring revenue from tech-savvy users seeking personalized AI interactions.
  • Real-time and asynchronous multi-user AI environments enable social, connected human-like character interactions.

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Benefits

Health Insurance

Paid Vacation

Paid Sick Leave

401(k) Retirement Plan

401(k) Company Match

Parental Leave

Fertility Treatment Support

Company Equity

Home Office Stipend

Flexible Work Hours

Hybrid Work Options