Senior Product Manager, Conversational AI

This role is eligible for our hybrid work model: 3 days in-office

Senior Product Manager, Conversational AI

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:
The Product Team at Priceline is looking for a visionary and passionate Senior Product Manager, Conversational AI  to join our AI Experiences team, focused on Penny, our AI travel assistant. You’ll play a critical role in shaping how users interact with Penny across conversational surfaces - crafting intuitive, human-like, and emotionally intelligent AI interactions through voice and chat.

In this role, you’ll define how Penny communicates, lead prompt and response development, and continually improve interaction quality by refining language and behavior. This is a high-impact position ideal for someone with a strong foundation in AI, natural language interfaces, and a deep understanding of how to create compelling and coherent user experiences through conversation.

You’ll work cross-functionally with engineering, design, data, and marketing to bring AI-powered travel experiences to life, helping us deliver on our mission of making travel easier and more personalized.

What You’ll Do:

• Define Penny’s voice, tone, and personality across all conversational interfaces.

• Lead efforts in prompt engineering, response design, and conversational quality to ensure consistency and clarity across AI interactions.

• Own and improve AI product behaviors through continuous testing, evaluation, and prompt refinements.

• Partner with LLM engineers, linguists, design, privacy and other stakeholders to shape guardrails and conversational structure.

• Translate customer insights, model outputs, and business requirements into high-quality conversational experiences.

• Manage the full product development lifecycle - ideation, specs, testing, and launch - focused on AI-driven interactions.

• Build product capabilities that enable scalable chat and voice-based features, increasing automation, personalization, and user satisfaction.

• Work with engineering leadership to build tools and infrastructure that enable agile development and AI deployment.

• Own conversational-quality KPIs tied to language performance, response accuracy, tone alignment, and user satisfaction (e.g. intent-resolution rate, conversation CSAT, and average tokens per resolved intent) leveraging them to guide prompt engineering and model tuning for delightful, low-latency cost-efficient interactions.
   

Who you are:

• 5-8+ years of product management experience, ideally with exposure to platform development and AI technologies.

• Bachelor’s degree required, MBA a plus

• Proven experience in prompt engineering, linguistics, copywriting, and/or conversational UX, with a nuanced understanding of tone, grammar, and conversational flow.

• Strong understanding of LLM models, behaviors, tone shaping, and performance evaluation.

• Experienced in building or contributing to AI-driven products, especially LLM-based systems and multi-modal conversational platforms.

• Able to distinguish and refine subtle differences in AI output, ensuring consistency with brand and experience goals.

• Familiarity with how to define and shape guardrails for AI behavior.

• Experience working on or managing AI product development.

• Demonstrated ability to steer AI behavior using targeted prompts - not just leveraging AI tools, but deeply understanding how to shape them.

• A collaborative partner who thrives in fast-paced environments and enjoys solving ambiguous, complex problems.

• Passionate about conversational design and the potential of AI to deliver delightful, human-like experiences.

• 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.   

There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. In addition to a competitive base salary, certain roles may be eligible for an annual bonus and/or equity grant. 

The salary range for this position is $180,000- $205,000K USD.

#LI-Hybrid

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Who we areWE ARE PRICELINE.

Our success as one of the biggest players in online travel is all thanks to our incredible, dedicated team of talented employees. Priceliners are focused on being the best travel deal makers in the world, motivated by our passion to help everyone experience the moments that matter most in their lives. Whether it’s a dream vacation, your cousin’s graduation, or your best friend’s wedding - we make travel affordable and accessible to our customers. 

Our culture is unique and inspiring (that’s what our employees tell us). We’re a grown-up, startup. We deliver the excitement of a new venture, without the struggles and chaos that can come with a business that hasn’t stabilized.  

We’re on the cutting edge of innovative technologies. We keep the customer at the center of all that we do. Our ability to meet their needs relies on the strength of a workforce as diverse as the customers we serve. We bring together employees from all walks of life and we are proud to provide the kind of inclusive environment that stimulates innovation, creativity and collaboration.

Priceline is part of the Booking Holdings, Inc. (Nasdaq: BKNG) family of companies, a highly profitable global online travel company with a market capitalization of over $80 billion. Our sister companies include Booking.com, BookingGo, Agoda, Kayak and OpenTable. 

If you want to be part of something truly special, check us out! 

Flexible work at Priceline

Priceline is following a hybrid working model, which includes two days onsite as determined by you and your manager (ideally selecting among Tuesday, Wednesday, or Thursday). On the remaining days, you can choose to be remote or in the office.

Diversity and Inclusion are a Big Deal!

To be the best travel dealmakers in the world, it’s important we have a workforce that reflects the diverse customers and communities we serve. We are committed to cultivating a culture where all employees have the freedom to bring their individual perspectives, life experiences, and passion to work. 

Priceline is a proud equal opportunity employer. We embrace and celebrate the unique lenses through which our employees see the world.  We’d love you to join us and add to our rich mix! 

Applying for this position

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