Head of Product

Ditto•San Francisco, CA

3d•$200,000 - $300,000•Onsite

About The Position

Ditto is reimagining how people meet, starting with dating. We’re building the first fully agentic social platform where AI understands user preferences, finds compatible matches, and sets up real-life dates. Our cofounders dropped out of UC Berkeley in their freshman year to build this vision. Ditto has gone viral across campuses, set up tens of thousands of real dates, and attracted funding from Google and top-tier VCs, along with brilliant engineers and researchers from MIT, Stanford, Berkeley, and DeepMind. Dating is just the beginning; we are going to disrupt the entire social scene. We’re hiring our founding Head of Product to lead product strategy and development for the world’s first agentic dating platform. This is a highly hands-on leadership role where you’ll work shoulder-to-shoulder with the founders and AI engineering team to shape how our matchmaking agents think, talk, and make decisions. You’ll define the product philosophy, experimentation culture, and systems that power the next generation of AI-driven social experiences. This is a 0→1 builder role where you will invent new product surfaces, design how AI agents reason and interact with users, run fast experiments with real users, and define the core metrics that drive product decisions. Your fingerprints will be on the core DNA of the company.

Requirements

Proven experience building consumer products from scratch in early-stage startups, incubators, or new product teams
Strong track record of turning ambiguous ideas into shipped features and measurable user outcomes
5+ years of product experience, ideally including leadership or ownership of major product areas
Background in consumer, marketplace, social, or network-based platforms
Strong understanding of engineering constraints and technical systems
Ability to collaborate deeply with engineering and AI teams
Experienced in experimentation frameworks, KPI definition, funnel analysis, and product analytics
Comfortable working with dashboards, SQL, or structured product data
Strong instincts for user psychology and behavior-driven design
Ability to design experiences that feel intuitive, personal, and emotionally engaging
Thrives in ambiguity and fast iteration cycles
Highly collaborative, low ego, and energized by working on a small, intense founding team
Comfortable moving quickly from idea to production

Nice To Haves

Familiarity with AI/LLM product development is strongly preferred

Responsibilities

Own the product vision
Define and lead the product strategy for Ditto’s agentic dating platform and broader social ecosystem.
Collaborate closely with the founders to shape long-term product vision, roadmap, and prioritization.
Own the end-to-end lifecycle of new features and products from hypothesis and concept to launch and iteration.
Turn ambiguous ideas into shipped products quickly through clear product specifications, prototypes, and execution plans.
Work directly with engineering and AI teams to design experiences that combine user psychology, structured data, and AI reasoning to design how agents reason about compatibility, talk to users, make decisions, and coordinate real-world outcomes.
Build a rigorous experimentation culture by proposing hypotheses, defining metrics, running A/B tests, and iterating weekly.
Develop dashboards and metrics that track retention, engagement, and real-world success.
Create strong communication artifacts including PRDs, product narratives, prototypes, and experiment summaries.
Conduct user research, interviews, and city-level feedback loops with high-intent users.
Understand what actually leads to great dates and real relationships, not just engagement metrics.
Translate qualitative insights and quantitative signals into product improvements that drive retention, delight, and real-life connections.
Run rapid product iterations through A/B testing, AI evaluations, and user feedback loops.
Analyze funnels, retention, and behavioral signals to identify product-market fit and guide roadmap decisions.