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GJ

Gaurav Jain

San Francisco, United StatesActively looking

I am a product strategy and operations leader with 15 years of experience scaling digital products, subscriptions, and ecommerce marketplaces. I bring proven frameworks for decision making, program management, and operational excellence to turn ambiguity into execution. At Wish.com, I led strategy, program management, and product operations that delivered 20% year over year growth for a $1.5B marketplace. I also spearheaded AI initiatives that reduced costs by $1.5M and improved fraud detection, customer support, and checkout performance. I advise executive teams as a trusted partner, including managing a $100M OpEx budget, building strategy and board decks, running All Hands, and strengthening team culture while enabling roadmap prioritization. Earlier, I boosted customer acquisition by 50% in 90 days at Stitch Fix and led digital product launches at the Washington Post that reached 20M monthly actives. I am excited to lead cross-functional execution and scale workflows with measurable outcomes, combining product thinking, financial modeling, due diligence, and hands-on operational rhythm.

Experience

S

Consultant

Self-employed

Jan 2024 – Present

Los Angeles, CAFreelance

I advise early-stage and growth companies on market positioning, product launches, and go-to-market strategy across edtech, media, and healthcare. I also serve as a Venture Fellow with VC Lab, connecting with emerging founders and building an investor network.

Market positioningProduct launchesGo-to-market strategyEdtechMediaHealthcareVenture investingFounder relations
W

Chief of Staff

Wish.com

Apr 2022 – Jun 2023

San Francisco, CAFull time

I led strategic planning, program management, and product operations supporting the company’s post-IPO business transformation, enabling more than 100 product launches and 20% marketplace growth. I spearheaded AI initiatives in product and operations, driving $1.5M in cost savings, and advised the Chief Product Officer while directing a $100M OpEx budget and 300-person organization.

Strategic planningProgram managementProduct operationsBusiness transformationAIProduct managementFraud detectionCustomer supportBudget managementStakeholder management
SF

Director Product Operations

Stitch Fix

Oct 2021 – Apr 2022

San Francisco, CAFull time

I oversaw Product operations to implement a consistent operating rhythm using OKRs, MBRs, and demand forecasting. I drove operational improvements that boosted customer acquisition by 50% within 90 days. I also created board materials to align C-suite and board stakeholders on product strategy and investment plans.

product operationsOKRsMBRsdemand forecastingoperating rhythmcustomer acquisitionboard materialsproduct strategyinvestment planningexecutive alignment
CE

Manager Strategy and Operations

Cengage Edtech

Jan 2017 – Nov 2019

Cincinnati, OHFull time

I led strategic initiatives including designing a freemium model for a $10M e-library, supporting M&A due diligence, and driving transformation change management toward digital. These efforts contributed to reaching 1M subscribers and $100M revenue within two years. I translated complex business analysis into practical execution plans across stakeholders.

strategy and operationsfreemium modelmarket and business modelingM&A due diligencetransformation change managementdigital transformationsubscription growthrevenue growth
WP

Director Digital Products

Washington Post

Sep 2010 – Mar 2016

Washington, DCFull time

I led a 20-member product team to launch mobile and video apps, grow digital subscriptions, and expand into online classifieds, startup ventures, and partnership deals. I helped drive 20M monthly active users and supported $5M in business development plus $30M in revenue. I focused on product strategy, team execution, and stakeholder alignment to deliver new offerings and growth.

digital product managementmobile appsvideo productsdigital subscriptionsonline classifiedsproduct team leadershipbusiness developmentpartnershipsproduct launchesstakeholder alignmentrevenue growthmonthly active users
DC

Consultant

Deloitte Consulting

Mar 2007 – Jul 2008

Pittsburgh, PAFull time

I designed and launched a case management system for Pennsylvania health services, partnering with stakeholders to deliver the operational workflow needed for the program. I supported large-scale rollout, enrolling 2M customers. I focused on turning requirements into a working system that improved health-services execution.

case management systemshealth servicessystem designprogram launchcustomer enrollmentrequirements translationstakeholder collaboration
PI

Software Developer

Progressive Insurance

Mar 2002 – Mar 2007

Cleveland, OHFull time

I built a service-oriented software program to automate insurance products, improving how teams delivered and managed insurance workflows. My work reduced time to market by 80%. I concentrated on building reliable, reusable components that supported faster product delivery.

service-oriented architectureSOAinsurance product automationsoftware developmenttime-to-market improvementworkflow automation

Education

UD
UVA Darden School of Business

MBA, Business

2010 – Present

UO
University of Illinois at Urbana-Champaign

MS, Computer Science

2002 – Present

II
Indian Institute of Technology Bombay

BS, Chemical Engineering

1999 – Present

Skills

Product strategyProduct operationsProgram managementOperational excellenceStrategic planningDue diligenceFinancial modelingStakeholder managementCross-functional alignmentDecision-making frameworksTransformation change managementOKRsBusiness rhythm (MBRs)Demand forecastingBudget managementBoard presentationsTeam leadershipAI product integrationFraud detectionCustomer support optimizationDigital subscription growthEcommerce marketplace growthBusiness developmentM&A due diligenceMarket study and analysisPitch deck developmentProduct managementBusiness transformationGo-to-market strategyProduct-market fitArtificial intelligenceAgentic workflowsDigital transformationVenture investingMergers and acquisitionsChange managementOrganizational designExecutive stakeholder managementBoard communicationCross-functional leadershipFull-stack software developmentGrowth strategyUser research

Languages

English
Full professional proficiency