🎯 Investment Pitch · Product Leadership

Jaypal
Singh

Senior Product Manager · 11 Years · Travel × Fintech × AI

You are looking at the rarest product profile in the market — a leader who has shipped at global travel scale and built payment infrastructure. That's not a coincidence. That's your next hire.

11yrs
Total Experience
$4M
Revenue / Day Unlocked
60M+
Users Owned
3
Industry Verticals

Travel Tech Payments E-Commerce GenAI Search Loyalty SMB Platform
01 · The Opportunity

Why This Profile Is
Rare in 2025

01

Travel + Payments: Two Worlds, One Brain

Booking.com's core challenge is not just travel — it's the full transaction: search → book → pay → trust. Most PMs understand one side. Jaypal has shipped production systems on both. Delta Airlines ($4M/day revenue) and Visa's global SMB payments platform. This overlap is exceptionally rare.

02

GenAI Shipped. Not Buzzwords.

Led and delivered end-to-end GenAI-powered search and voice interface on delta.com using Claude.ai APIs + AWS Lambda. Improved customer satisfaction by 22%. AI for Booking.com is the frontier — Jaypal has already been there.

03

Global Scale from Day One

60M+ monthly users on delta.com. International market adaptability at Visa. Built products for diverse user segments across India, USA, and international markets. Booking.com's global distribution is exactly the environment this profile scales into.

02 · Competitive Moat

The Unfair Advantages

✈️

Booking Flows at Airline Scale

Owns flight search, booking conversion, and onboarding for delta.com. Delivered +30% booking conversion at Vistara and +6.8% incremental bookings worth $4M/day at Delta. The booking funnel is second nature — not a learning curve.

💳

Payments & Checkout Depth

Integrated payment gateways and Forms of Payment (FOPs) at Vistara, leading to +33% direct digital channel bookings. Now building Visa's global SMB payment acceptance platform. Checkout abandonment is Booking.com's revenue problem — this is the profile that solves it.

🔍

Search & Personalization

Reduced search latency, implemented GraphQL and caching strategies at Delta, improving search-to-checkout by 25%. Improved search relevance by 45% at Jiva via ranking algorithm redesign. Booking.com's core product IS search — this is a direct match.

🤖

AI Product Builder

Built AI/ML RPA systems at Wipro (ML bot accuracy from 65% → 90%). Led GenAI search and voice at Delta (+22% CSAT). SAFe POPM + AI for PMs certified. Booking.com's AI roadmap needs someone who builds, not advises.

📈

Revenue Architecture Mindset

Led Allianz Trip Insurance integration on Delta.com, driving 4M miles daily redemptions and increasing attachment rate from 12% → 15%. Reduced revenue leakage by ~₹9 Cr/year at Paytm. Every product decision is a revenue decision.

🌍

International Market Readiness

Currently leading international market adaptability for Visa's global SMB platform. Understands multi-currency, multi-regulation, multi-segment product design. Booking.com serves 220+ countries — this is the exact lens needed.

03 · Proof Points

Numbers Don't
Pitch. They Prove.

$4M
New Revenue / Day
Delta Airlines
60M+
Monthly Users
Owned Roadmap
2X
User Retention
Jiva Pharmacy
22%
CSAT Lift via
GenAI Search
Career Trajectory

A Consistent Upward Arc

Paytm · 2014–2019
Lead Product Analyst — Growth
5 years · Foundation in data, growth loops, payments
UPI success rate 72% → 89% ₹9Cr revenue leakage fixed Movie Pass — 0 to 5000 Txn
Wipro · 2019–2020
Consultant Product — AI/ML
1 year · Enterprise AI, NLP, RPA
ML accuracy 65% → 90% 60% paperwork eliminated Client CSAT >95%
Jiva Pharmacy · 2020–2021
Digital Product Manager — E-Commerce
1 year · Consumer e-commerce, CRO, search
2X user retention 125% conversion increase Search relevance +45%
Vistara Airlines · 2021–2022
Product Manager — Digital & E-Commerce
1.5 years · Airline booking, check-in, payments
Digital revenue +20% YoY Direct bookings +33% Check-in conversion 2X
Delta Airlines · 2023–Oct 2025
Lead Tech Product Manager-II
2.5 years · delta.com · 60M users · Global scale
$4M/day new revenue GenAI search +22% CSAT Search→Checkout +25% Trip Insurance 12% → 15%
Visa Inc. · Oct 2025–Present
Senior Product Manager
Current · Global payments platform · SMB · International markets
Global SMB platform MVP International market strategy Payment acceptance infra
04 · Product-Market Fit

Booking.com Needs ↔
Jaypal Delivers

Booking.com Requirement Jaypal's Direct Match Proof
Booking funnel ownership Owned full ticket shopping journey for 60M users delta.com +6.8% bookings = $4M/day
Search & discovery GraphQL, caching, ranking algorithm redesign Search→Checkout +25%, relevance +45%
Payments & checkout Gateway integration + Visa payments platform +33% direct bookings at Vistara; Visa MVP
AI-powered personalization Built GenAI search + voice with Claude.ai + AWS +22% CSAT at Delta
Global / international markets Leading intl. market adaptability at Visa Multi-currency, multi-region platform design
Data-driven product decisions SQL, BigData, Hive, A/B testing, analytics stack Paytm: found UPI drop patterns, fixed leakage
Loyalty & retention programs Led Miles redemption, loyalty design, user segmentation 4M miles/day at Delta; 2X retention at Jiva
Consumer + B2B understanding B2C at Delta/Vistara + B2B SMB platform at Visa Covers Booking.com's full customer surface
05 · The Deal

This Isn't a Job Application.
It's a Partnership.

What Booking.com Gets

  • A PM who has owned booking funnels at global scale — not in theory
  • Payments expertise built into travel product thinking from day one
  • GenAI products already shipped and in production
  • International market lens for your 220+ country product
  • A leader who builds metrics-backed business cases, not decks
  • 11 years of compounding travel + tech domain knowledge
+
=

What Jaypal Brings to Amsterdam

  • A home for his deepest domain expertise to create the most impact
  • A global platform that matches his ambition in scale
  • The product challenges that require every skill he has built
  • A path to Director/Principal PM built on real business outcomes
  • The opportunity to shape how AI changes global travel commerce

"Booking.com processes 1.5M room nights per day. The PM who owned the booking experience for a $4M/day airline should be building what comes next."

This is not a 1-in-100 profile. It is a 1-in-1,000 overlap of Travel, Fintech, and GenAI experience — all at production scale.

📞 +91 98998 89258 jaypalsingh21@gmail.com linkedin.com/in/jaypal-s 📍 Bangalore · Open to Amsterdam HQ
JAYPAL SINGH · SENIOR PRODUCT MANAGER · PREPARED FOR BOOKING.COM LEADERSHIP PITCH · 2025