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Priceline

Senior Product Manager, Conversational AI Experience

Priceline, New York, New York, us, 10261

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This role is eligible for our hybrid work model: 3 days in-office Senior Product Manager, Conversational AI Experience

Our Product Design and Management teams work tirelessly to understand what our customers need and make it a reality. They’re the ones who make our deals come to life and our user experience simple and intuitive. Why this job’s a big deal We're hiring a product leader to shape how travelers interact with Penny, our AI travel assistant. This isn't a traditional mobile PM role – in conversational AI, the conversation is the interface. You'll lead the end-to-end user experience across voice, text, and visual modalities. Reporting to our VP, Product, you'll partner with prompt engineers, designers, and AI developers to design interaction patterns, multimodal handoffs, and the micro-decisions that make Penny effective and trustworthy. You'll validate everything through rapid experimentation – testing conversation patterns to drive booking conversion, repeat usage, and customer satisfaction. Think of yourself as the UX architect of Penny's conversational experience as we expand across platforms. We need someone who collaborates to bring personality and interaction patterns to life using AI, not just features and buttons. What You’ll Do Lead Conversational UX Strategy

Define how users experience Penny's personality, tone, and interaction models across voice, text, and visual touchpoints

Partner with other product leads to establish conversation design principles and requirements (when to use voice vs. visual, when to show vs. tell, proactive vs. reactive) and partner with the team to implement them

Create patterns that scale across web, iOS, Android, voice assistants, and future modalities

Translate user needs into conversation designs alongside AI experts

Orchestrate Multimodal Interactions

Shape how voice, text, touch, and visual elements work together seamlessly

Design transitions between modalities (voice search → visual selection → voice confirmation)

Define interaction modes: conversational notifications, haptic feedback timing, natural gestures

Ensure visual elements enhance dialogue without disrupting conversational flow

Experiment & Optimize

Run systematic A/B tests on conversation UX: dialogue openings, AI proactivity, error recovery, context retention

Test core hypotheses with users: optimal turn-taking, personality vs. efficiency balance, suggestion timing

Track conversation metrics (turns-to-completion, abandonment, satisfaction) and their impact on booking conversion, repeat usage, and CSAT

Partner with stakeholders to translate insights into improvements

Drive Product Strategy Across Platforms

Lead execution of product roadmap for Penny across web, iOS, and Android

Apply mobile capabilities (gestures, notifications, haptics, App Store dynamics) through a conversational lens

Build consumer-grade experiences where AI conversation is the primary interface, not an add-on feature

Ensure consistent, high-quality conversational experiences across all touchpoints

Champion User Experience

Conduct research focused on conversation quality and interaction preferences

Analyze transcripts and patterns to identify friction points and opportunities

Advocate for UX decisions that increase trust, engagement, and task success

Design for accessibility across modalities (captions, voice alternatives, varied interaction speeds)

What We’re Looking For 5–8 years in product management with 2–3 years focused on conversational AI, voice assistants, chatbots, or AI-native products

Deep understanding of conversation design principles, dialogue state management, and multimodal interaction patterns

Shipped consumer-facing AI products where conversation is the primary interface

Strong intuition for how UX design decisions shape AI behavior and user perception

Native mobile platform knowledge (iOS/Android): notifications, gestures, haptics, app store dynamics

Experience launching mobile apps through an AI-native lens

Skills & Approach

Experimentation mindset: Design tests, interpret results, iterate on interaction patterns

Data-informed decision making: Balance quantitative metrics (completion, retention) with qualitative insights (conversation quality, sentiment)

Cross-functional collaboration: Partner effectively with prompt engineers, designers, AI researchers, and mobile engineers

Technical translation: Bridge technical AI concepts and user experience needs

Analytics proficiency: SQL, Amplitude/Mixpanel, A/B testing platforms, familiarity with LLM evaluation frameworks

Comfortable with ambiguity and building in uncharted territory

The Right Instincts

Excited by AI conversational interfaces, tone & personality, dialogue pacing, proactive vs. reactive design

Think in "conversation flows" and "multimodal orchestration," not just "user flows" and "screens"

Strong opinions, weakly held about what makes AI interactions effective vs. robotic

Passionate about crafting AI experiences that feel natural, trustworthy, and helpful

Illustrated history of living the values necessary to Priceline: Customer, Innovation, Team, Accountability and Trust.

The Right Results, the Right Way is not just a motto at Priceline; it’s a way of life. Unquestionable integrity and ethics is essential.

The job description notes that there are many factors in determining a salary range, including market data and location. In addition to a competitive base salary, some roles may be eligible for annual bonus and/or equity. The salary range for this position is $180,000- $205,000K USD. #LI-Hybrid #LI-VM1 Who we are

WE ARE PRICELINE. Our success as one of the biggest players in online travel is all thanks to our incredible, dedicated team of talented employees. Priceline’s culture is inclusive and focused on customer, innovation, teamwork, accountability, and trust. Priceline is a proud equal opportunity employer. We embrace and celebrate the unique lenses through which our employees see the world. We’d love for you to join us and help shape what makes our team extraordinary. Applying for this position We're excited that you are interested in a career with us. For all current employees, please use the internal portal to find jobs and apply. External candidates are required to have an account before applying. When you click Apply, returning candidates can log in, or new candidates can quickly create an account to save/view applications.

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