Pickyourtrail Tech Stack

Holiday planning platform with dynamic itineraries and real-time booking orchestration

Travel Arrangements Chennai, Tamil Nadu 201–500 employees Founded 2014 Privately Held

Pickyourtrail operates a travel-planning platform centered on customizable itineraries and real-time pricing for international destinations. The tech stack—Java/Spring Boot, MongoDB/PostgreSQL, REST APIs, plus recent adoption of n8n, Zapier, and Make for workflow automation—reflects a backend-heavy engineering posture built for high-throughput booking systems. The hiring mix is heavily sales-skewed (11 of 32 active roles), signaling a post-pandemic push to rebuild market traction after significant revenue impact.

Tech Stack 18 technologies

Core StackJava MongoDB PostgreSQL MySQL Oracle GitHub Copilot n8n Zapier Make Slack PowerPoint Word Spring Boot SOAP REST Git Claude

What Pickyourtrail Is Building

◆Challenges

Recovering from pandemic impact
High-throughput real-time backend systems
Improving quotation and operational processes
Optimizing supplier sourcing
Sold-out issues
Meeting performance targets
Worst hit by pandemic
Expanding to global markets
Scaling to new markets
Aligning cross-functional teams

▲Active Projects

Dynamic itinerary creation
Real-time pricing
Booking orchestration
Content optimization
Promotional campaigns
Inventory and pricing updates
Supplier performance monitoring
Reimagining our bookings & operational workflows
Upgrading sops to reduce repetitive work and human error
Bringing intelligent automation and ai-driven workflows to life

Hiring Activity

Steady30 roles · 10 in 30d

Department

Sales

Support

Engineering

Ops

Finance

Marketing

Seniority

Junior

Mid

Senior

Lead

Manager

Intern

Notable leadership hires: Sales Lead

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About Pickyourtrail

Pickyourtrail is a travel-planning platform based in Chennai, India that enables customers to design custom holidays across destinations including Europe, Maldives, Bali, Thailand, Dubai, and Australia. The company serves individual travelers and operates a supplier network (hotels, tours, experiences) to deliver end-to-end bookings. Founded in 2014 and operating at 201–500 employees, the organization is rebuilding from pandemic-era contraction while working to expand into global markets. Core product work focuses on dynamic itinerary builders, real-time supplier pricing, and booking workflow automation.

HeadquartersChennai, Tamil Nadu

Company Size201–500 employees

Founded2014

Hiring MarketsIndia

Frequently Asked Questions

What tech stack does Pickyourtrail use?

Pickyourtrail runs on Java and Spring Boot for backend services, MongoDB and PostgreSQL for data, REST and SOAP for APIs, plus n8n, Zapier, and Make for workflow automation. GitHub Copilot and Claude are integrated into development workflows.

What is Pickyourtrail working on?

Active projects include dynamic itinerary creation, real-time pricing, booking orchestration, supplier performance monitoring, and AI-driven workflow automation. The company is also reimagining bookings infrastructure and upgrading operational procedures to reduce manual work and errors.