N

Nikhilesh Chaudhary

CEO

Singapore, Singapore16 yrs 1 mo experience
AI Enabled

Key Highlights

  • Led PayPal's strategic expansion in APAC.
  • Secured $100 million funding for CarDekho SEA.
  • Drove operational efficiency at OLX Autos.
Stackforce AI infers this person is a Fintech and Marketplace expert with a strong focus on growth and operational strategy.

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Skills

Core Skills

Business Growth StrategiesFundraisingValue CreationCorporate StrategyOperational TransformationInternational Business DevelopmentGo-to-market StrategyGrowth StrategiesProduct LaunchProduct ManagementBusiness DevelopmentP&l ManagementProduct DevelopmentBusiness Transformation

Other Skills

Sales GrowthMergers & Acquisitions (M&A)Private Equity & Venture CapitalProductivity ImprovementRevenue & Profit GrowthExit StrategiesDivestituresDigitizationCorporate DevelopmentInvestor PresentationsDue DiligenceOnline MarketplaceMobile PaymentsStrategic PartnershipsPayment Systems

About

I’m a strategic and operational leader with over 15 years of experience across Asia-Pacific’s tech, fintech, and marketplace sectors. I specialize in creating value at the intersection of growth, corporate development, and business operations. I began my career as a consultant at McKinsey, where I led M&A and transformation initiatives. Since then, I’ve led growth and expansion at PayPal and Prosus/OLX Autos, and currently serve as CXO for a Southeast Asia focused fintech. I thrive in operating partner-style roles, guiding companies through fundraising, M&A, and regional expansion. Highlights: • PayPal (APAC) – Spearheaded PayPal’s launch in India and drove strategic expansion in APAC including investment led partnerships with GoJek and Paidy. • Prosus/OLX Autos – Led strategy and operational efficiency for a multi-country used-car marketplace, driving productivity gains and executing complex divestitures across markets. • CarDekho SEA – Raised significant growth capital and drove meaningful margin expansion through business model innovation and operational levers. My experience spans both growth-stage and mature businesses, often in PE/VC-backed environments. I work closely with investors, boards, and management teams to align strategy with scalable execution. I’m passionate about building businesses and delivering outcomes in Southeast Asia’s fast-evolving markets—and always open to exchanging ideas with professionals focused on growth, innovation, and value creation.

Experience

16 yrs 1 mo
Total Experience
2 yrs 1 mo
Average Tenure
4 mos
Current Experience

I squared capital

Operating Director

Jan 2026Present · 4 mos · Singapore

Cardekho group

Chief Strategy Officer, SEA

Jan 2024Feb 2026 · 2 yrs 1 mo · Singapore · Hybrid

  • Chief Strategy Officer at CarDekho's Southeast Asia division. Leading an innovative fintech platform that processes over 10,000 loans monthly and engages over 7 million users through classifieds portals. Secured ~$100 million in funding from esteemed investors like Dragon Fund (Mars Equity), Navis Capital, and CarDekho Group.
Business Growth StrategiesSales GrowthFundraisingBusiness TransformationMergers & Acquisitions (M&A)Private Equity & Venture Capital

Olx group

Global Director, Corporate Development and Strategy

Feb 2022Jan 2024 · 1 yr 11 mos · Singapore

  • Head global growth & strategy at Olx Autos - a global used car marketplace with operations across 11 countries & 4 continents. As part of my role, I evaluated several M&A for acquiring capabilities & driving market consolidation, improved operational efficiencies through data, and managed global divestiture.
  • Drove data-driven decision making through weekly reviews which enabled us to exceed financial targets. Led a global operations transformation project, streamlining workflows & leveraging data to achieve a 3% margin improvement through optimised purchasing, pricing and inventory management. The project also fast-tracked product launches by 205 and boosted retail productivity by 15%, generating multi-million dollar savings in manpower costs.
  • Designed and executed an exit strategy for operations in 7 countries, creating over $200M in shareholder value. Managed the pitch process with 13 competitive buyers, led due diligence, and oversaw the spin-off and handover of assets, while managing the shutdown of remaining markets.
Productivity ImprovementRevenue & Profit GrowthExit StrategiesDivestituresValue CreationBusiness Transformation+8

Paypal

2 roles

Director, Global Business Development

Promoted

Mar 2019Feb 2022 · 2 yrs 11 mos · Singapore

  • I drove growth of PayPal's business in APAC through several $MM commercial partnerships & investments (likes of GoJek & Paidy). In addition, I also focused on building strategic access to local distribution (e.g., travel booking engines, internet giants & marketplaces) & payments capabilities (e.g. APMs, crypto payments) to enter new markets & enable new payment experiences (e.g., BNPL).
International Business DevelopmentProduct LaunchMobile PaymentsStrategic PartnershipsBusiness TransformationPayment Systems+3

Manager, Corporate Strategy

Jan 2017Jan 2019 · 2 yrs · India

  • Led strategy, strategic partnership & new initiative for launch of domestic payment operations in India
Growth StrategiesProduct LaunchStrategic PartnershipsGo-to-Market StrategyMarket Entry

Jio

Product Lead - JioMoney

Jan 2016Jan 2017 · 1 yr · India

  • Drive acceptance of Jio's digital wallet & accelerated consumer acquisition through optimization of checkout flows, consumer acquisition campaigns, and bespoke integration with strategic partners
Product ManagementSalesBusiness Development

Cardekho

General Manager

Feb 2015Nov 2016 · 1 yr 9 mos · India

  • CarDekho is India’s biggest digital automotive solutions provider (USD 1B+ valuation) supporting car buyers at all stages of their personal mobility journey. I joined them during the series B round to accelerate the growth by incubating new digital businesses to cater post sales & insurance needs of the car buyers. I launched multiple B2C and B2B products to drive monetisation through content-led e-commerce, tele-sales, digital ads & leads. Once launched, I integrated the promising revenue streams within existing BUs while exiting the non-core initiatives.
P&L ManagementProduct DevelopmentNew Business DevelopmentGeneral ManagementGrowth Hacking

Mckinsey & company

Associate

Jan 2012Jan 2015 · 3 yrs · India

  • Delivered lasting impact for clients across BFSI, core-infrastructure, pharma, and education domains on topics of market entry, growth strategy, and M&A
Business TransformationPrivate Equity & Venture Capital

Diamond management & technology consultants

Analyst

Jul 2009Jun 2010 · 11 mos · India

  • Developed analytical tools & dashboards (Excel / SAS / Tableau) to aid strategic decision making for global clients in insurance & payments industry.
Business Transformation

Global analytics

Analyst

Jun 2008Jul 2009 · 1 yr 1 mo · India

  • Developed predictive & credit underwriting models (SAS / SQL / R / Python) for sub-prime pay-day lending in US.

Education

Indian Institute of Management, Calcutta

PGDM — MBA

Jan 2010Jan 2012

University of Mannheim

Master of Business Administration (M.B.A.) — Exchange Program

Jan 2011Jan 2011

Indian Institute of Technology, Delhi

B.Tech — Electrical Engineering

Jan 2004Jan 2008

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