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Priceline

Online travel agency offering discount deals

Java Developer

Full-TimeUpdated on 10/21/2026
CA$100k - CA$120k+ Annual bonus + Equity grant
Senior
Bachelor's, Master's, PhD
Toronto, ON, Canada
HybridTwo days in-office per week.
Software EngineeringBackend Engineering

About the job

Requirements
  • A bachelor's degree or higher in Computer Science, or equivalent work experience.
  • At least five years of experience in software engineering and development.
  • Expertise in Core Java and Spring Boot for building high-performance applications.
  • Thorough SQL composition skills for querying and analysis.
  • Experience with observability platforms such as Splunk or New Relic to troubleshoot and optimize performance.
  • Familiarity with event-streaming platforms such as Kafka.
  • Openness to using modern generative AI tools such as Gemini or Cursor to enhance productivity.
  • Proficiency in version control best practices using Git and Gitflow.
  • Unquestionable integrity and ethics are essential.
Responsibilities
  • Contribute to critical projects that directly impact Priceline's business strategy.
  • Use generative AI tools such as Gemini and Cursor to accelerate productivity.
  • Develop high-performance, cloud-native applications using Core Java, Spring Boot, and Kafka.
  • Build low-latency, high-throughput transactional services supported by CI/CD pipelines.
  • Use SQL to collect and query data for real-time investigation and analysis.
  • Use observability tools such as Splunk and New Relic to monitor trends and troubleshoot applications.
  • Work within a cross-functional Agile team focused on continuous experimentation and delivery.
  • Understand the codebase and business needs to implement application changes effectively.
  • Collaborate openly by offering technical solutions and participating in team decision-making.
Desired Qualifications
  • Experience with microservices, Kubernetes, and Docker.
  • Experience developing on cloud platforms, especially GCP and AWS.

About the company

Priceline is an online travel marketplace that connects travelers with airlines, hotels, car rental companies, cruises, and vacation packages. It uses two business models: an agency model that earns commissions on bookings and a merchant model that buys travel services wholesale and resells them at a markup. It offers fixed-price listings and discount options such as Express Deals and Name Your Own Price, plus flexible options like free cancellations and pay-at-arrival, accessible via a mobile app. Under Booking Holdings, its goal is to help budget travelers access a wide range of options while giving consumers more negotiating power through transparent pricing and valuable deals.

Company Size

1,001-5,000

Company Stage

Series B

Total Funding

$77.4M

Headquarters

Norwalk, Connecticut

Founded

1998

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Simplify Jobs

Simplify's Take

What believers are saying

  • Q2 2026 Booking Holdings revenue hit $7.35 billion, with room nights up 5%.
  • Penny users saved nearly ten minutes per trip and converted better in testing.
  • Booking Holdings raised 2026 transformation savings to $650 million, funding Priceline investment.

What critics are saying

  • FTC staff threatened a 2026 lawsuit over disclosures, fees, support, and billing.
  • Anthropic, Google Cloud, and OpenAI commoditize Penny's AI edge within months.
  • Expedia, Booking.com, and direct supplier apps squeeze Priceline's margins and traffic.

What makes Priceline unique

  • June 3, 2026 Penny turned Priceline into an agentic booking workflow.
  • Priceline owns inventory, payments, and preferences across 100-plus countries inside one conversation.
  • Booking Holdings gives Priceline scale, supplier leverage, and capital behind product iteration.

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Benefits

  • Hybrid Work Options
  • Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
PR Newswire
Jun 23rd, 2026
Americans cut alcohol, dining out to afford summer holidays despite rising costs

Priceline's 2026 State of Summer Travel Report reveals Americans are cutting back on nearly everything to fund summer holidays despite rising costs. The survey of 2,500 US adults found 79% plan to take at least one trip this summer, even though 44% say such a vacation feels out of reach. Eighty-four percent of Americans report paying more and getting less for travel, whilst 55% find it less affordable than last year. Over one-third have already cut everyday expenses to fund trips, with 83% of adults willing to give up alcohol before vacation. Parents and millennials face the most pressure, with 28% of millennials planning to spend $5,000 or more this summer. Sixty-nine percent regret past cost-cutting decisions, whilst half plan to use AI tools to find better deals.

PR Newswire
Jun 3rd, 2026
Priceline's Penny AI assistant goes fully agentic, booking trips in one conversation with Anthropic's Claude

Priceline has launched an enhanced version of Penny, its AI travel assistant, now powered by Anthropic's Claude. The agentic system allows travellers to move from trip planning to booking within a single conversation, handling complex requests like comparing flights across multiple destinations. The experience features an interactive map that updates during conversations, along with personalised recommendations called Penny's Pick and Penny's Take. Built on Priceline's proprietary AI stack, the system integrates Claude for conversational reasoning, whilst Google Cloud and OpenAI support search and voice capabilities. Penny connects to real-time inventory from thousands of partners across over 100 countries. Early testing shows travellers using Penny demonstrate higher conversion rates and save approximately ten minutes per trip compared to those calling customer support. The service now supports multiple languages.