Luis Calderon

Luis Calderon

Product Leader | PLG Expert | AI Innovation

Data-driven product leader with proven track record across $900M TurboTax, $800M Ancestry, and global eBay marketplace. Currently CPO of $3M e-commerce business. Deep expertise in Product-Led Growth, AI/ML products, and conversion optimization.

Seeking Roles In: Fractional, Consulting & Full-Time VP/Director/Principal Product Leader for Established or Growth-Stage Companies Building with AI.

$100M+
Business Lift
4+
AI Products
40%
Cost Reduction
30%
Mobile Lift

Professional Experience

Principal Product Manager - AI/ML

Intuit
Intuit - TurboTax Self-Employed
2021 - 2024

Led $900M business serving 4M+ solopreneurs. Delivered 10-15% CAGR through AI innovation.

PLG Strategy AI/ML Products

Intuit - Principal PM

Detailed Achievements

Led $900M TurboTax Self-Employed business as Principal/Group PM serving 4M+ solopreneurs, freelancers, and gig workers. Managed team of 4 PMs and delivered 10-15% CAGR ($100-150M annual growth) through data-driven product decisions and AI-powered innovation.

Product-Led Growth & Data-Driven Execution
  • PLG Motion: Pure PLG motion serving millions with zero sales team—freemium model, self-service onboarding, product-driven conversion.
  • Data Insights: Analyzed user behavior across millions of sessions using cohort analysis, funnel optimization, A/B testing to identify friction and drive decisions.
  • Conversion: Shipped features that increased freemium-to-paid conversion, reduced drop-off rates, improved completion rates using data insights.
Shipped 4 AI/ML Products for Growth
  • Expense Categorization AI: ML model auto-categorizes expenses from receipts/transactions, reducing manual entry 60%+ and improving completion.
  • Deduction Finder ML: Predictive algorithm using HITL training identifies missed deductions—increased average refund $1,200+, drove upsell.
  • Audit Risk Predictor: ML model predicts IRS audit risk and suggests optimizations, reducing user anxiety and improving trust/retention.
  • Document Extraction AI: OCR/AI extracts data from tax documents (W-2s, 1099s, receipts), removing friction and improving conversion.
Impact & Leadership
  • Growth: Delivered 10-15% CAGR on $900M+ business through data-driven experimentation and AI features.
  • Team Building: Hired and mentored 4 Product Managers focused on PLG and AI/ML.
  • Cross-Functional: Coordinated with engineering, design, data science, marketing—hands-on PM leadership.

Chief Product Officer (CPO) - AI Transformation

SketchPop
SketchPop LLC
2018 - Present

CPO of $3M consumer e-commerce (20% margins). Doubled order volume through AI automation.

AI Operations Growth

SketchPop - CPO

Detailed Achievements

CPO of $3M consumer e-commerce (20% margins, 30-person artist network). Wear multiple hats: solo product leader, marketing, operations, finance. Use AI as decision-making partner for product, marketing, operations.

Data-Driven Consumer Growth
  • Funnel Optimization: Analyzed user behavior to identify funnel drop-offs—shipped optimizations improving conversion.
  • Retention: Used cohort analysis for repeat purchase drivers—implemented campaigns reducing churn.
  • A/B Testing: Ran A/B tests on pricing, bundling, upsells—data-informed decisions to optimize revenue.
AI-Powered Product & Operations
  • AI Thought Partner: Use AI (Claude, GPT-4) to analyze data, evaluate options, and pressure test ideas.
  • Experience Design: Design new customer experiences from concept to launch using AI to iterate on flows, copy, positioning.
  • Chatbots: Deployed AI chatbots for customer service automation, achieving cost reduction while maintaining quality.

Founder & Principal Consultant

GrowthAlchemyLab
2024 - Present

Founded AI/ML product consulting practice. Helping consumer/PLG companies achieve 30-50% cost reduction via AI.

AI Strategy LLM Implementation

GrowthAlchemyLab - Founder

Detailed Achievements

Founded AI/ML product consulting practice advising consumer, e-commerce, and PLG companies on AI strategy and implementation. Specialize in helping companies leverage LLMs and AI agents to drive measurable growth outcomes.

AI Product Strategy & Implementation
  • Strategic Advisory: Advise consumer/PLG companies on AI product strategy, feature prioritization, and roadmap development with focus on ROI.
  • AI Operations: Guide deployment of chatbots, AI agents, and workflow automation using GPT-4, Claude, Gemini, Llama.
  • Build vs. Buy: Help companies evaluate build vs. buy decisions for AI features and select appropriate AI vendors/platforms.
Client Engagements
  • E-commerce: AI chatbot deployment for customer service automation (40%+ cost reduction) and personalized recommendations.
  • Consumer Products: AI-driven user onboarding, conversion optimization, and retention tools using LLMs.
  • Ivo.AI: Product advisor for AI sales automation (SMB/solopreneur focus)—AI agent architecture, LLM integration strategy.

Managing Partner

Epilogue Capital
2018 - Present

Investment firm acquiring and operating profitable consumer/SMB businesses. Hands-on product leadership.

M&A Operations

Epilogue Capital - Managing Partner

Detailed Achievements

Founded investment firm focused on acquiring and operating profitable consumer/SMB businesses. Hands-on operator approach combining product leadership with business management.

Portfolio Management & Operations
  • SketchPop Acquisition: Acquired custom art e-commerce business, scaled to $3M revenue with 20% margins through AI-powered product innovation.
  • Investment Thesis: Focus on consumer/SMB businesses with strong unit economics where product improvements and AI can drive growth.
  • Hands-On Leadership: Act as product leader/CEO for portfolio companies, applying product management expertise to drive growth.
  • Operational Improvements: Implement data analytics, AI automation, conversion optimization, and retention strategies across portfolio companies.

Director of Product Management

Doctor.com
2017 - 2018

Product analytics and publisher operations platform. Increased engagement 15%.

Analytics HealthTech

Doctor.com - Director of PM

Detailed Achievements

Director of Product responsible for product analytics, publisher operations, and reporting platforms serving healthcare providers.

Product Analytics & Reporting
  • Provider Engagement: Conceptualized, designed, and launched personalized reporting platform increasing engagement 15% and improving retention.
  • Analytics Infrastructure: Developed core analytics metrics, dashboards, and product OKRs—defined reporting architecture and mentored analysts.
  • Product Strategy: Defined user personas and value propositions to improve product messaging and feature prioritization.
  • Enterprise Integration: Spearheaded enterprise-wide project integrating provider data with partners—improved data accuracy and insights.

Director of Product - Growth

Ancestry
2016 - 2017

Led growth initiatives for $800M subscription business. Mobile lift of 30%.

Growth Mobile

Ancestry - Director of Growth

Detailed Achievements

Director of Product for $800M consumer subscription business. Led acquisition, conversion, and growth initiatives for top-of-funnel product experiences and shopping cart optimization.

Product-Led Growth & Conversion
  • Abandon Cart: Built and rolled out abandon cart email campaign resulting in 5% revenue lift—data-driven approach to win-back users.
  • Mobile Growth: Led mobile app conversion initiative achieving 30% lift in subscriptions through improved onboarding and checkout.
  • Shopping Innovation: Designed and shipped new product shopping experiences that improved top-of-funnel conversion.
Cross-Functional Leadership
  • Strategy: Defined go-to-market strategy and coordinated integrated marketing planning for subscription business.
  • Optimization: Used data analysis and A/B testing to optimize conversion funnel and maximize subscription revenue.

Growth Product Leader

Tile
2015 - 2016

Defined and launched hardware-as-a-service subscription program.

IoT Subscriptions

Tile - Growth Lead

Detailed Achievements

Growth product leader/advisor defining and launching innovative hardware-as-a-service subscription/renewal program for consumer IoT product.

Subscription Innovation
  • Strategy: Developed business case, financial model, and go-to-market strategy for subscription launch.
  • Execution: Defined market requirements and managed creative for product collateral.
  • Testing: Conducted extensive qualitative and quantitative A/B testing to gather customer insights.

Product Leader - Payments

eBay Marketplaces
2013 - 2015

Led checkout optimization ($100M+ lift) and payments analytics team.

E-commerce Payments

eBay - Product Leader

Detailed Achievements

Product leader for eBay Payments (checkout, cart, installments) and Customer Connection (My eBay, sign-in, registration) serving massive consumer marketplace at scale.

Marketplace Scale
  • $100M+ Lift: Led checkout optimization initiatives achieving +2% conversion improvement.
  • Operational Excellence: Reduced checkout defects by 33% through improved quality processes.
  • Mobile & Site: Shipped features across mobile and web platforms serving millions of buyers.
Analytics Leadership
  • Global Analytics: Led analytics team providing strategic insights for checkout/cart product decisions.
  • Team Management: Managed team of 6+ analysts supporting product releases and optimization initiatives.

Management Consultant

Accenture
2010 - 2012

Strategy consultant focused on Marketing, Sales, and CRM transformation.

Strategy CRM

Accenture - Consultant

Detailed Achievements

Strategy consultant focused on Marketing, Sales, and CRM transformation for Tech & Media clients.

  • Cost Efficiency: Designed marketing automation solution saving $50-100M in operational costs.
  • Process Improvement: Led worldwide marketing process review driving 10% efficiency gain.
  • CRM Strategy: Led roadmap for Partner Lead Management CRM implementation.

Co-Founder & Director of Product

Bebarang.com
2009 - 2011

Co-founded innovative online e-commerce exchange platform.

Founder Product

Bebarang - Co-Founder

Detailed Achievements

Co-founded innovative online e-commerce exchange platform.

  • 0 to 1: Led conceptualization and launch of UI and back-end product platform.
  • Growth: Secured seed funding and grew to 20k+ monthly visitors via ROI-driven campaigns.

Product Manager

Irdeto
2006 - 2008

Led implementation of billing support systems generating over $10M.

Billing Systems Media

Irdeto - Product Manager

Detailed Achievements

  • Revenue Generation: Led implementation of billing support systems generating over $10M.
  • Product Lifecycle: Guided key modules from use cases through to development and launch.

Product Manager

MedImpact
2005 - 2006

Designed billing software solution increasing revenues by $75M.

Healthcare Billing

MedImpact - Product Manager

Detailed Achievements

  • Impact: Designed billing software solution increasing revenues by $75M in first year.
  • Execution: Managed multiple cross-functional teams to define MRDs/PRDs and ship.

Senior Consultant

Booz Allen Hamilton
2003 - 2005

Led requirements/design for complex IRS system.

Consulting Government

Booz Allen - Senior Consultant

Detailed Achievements

  • Client Success: Led requirements/design for complex IRS system; secured $15M contract extension.
  • Project Mgmt: Managed resources (6-20 reports) for timely completion of $100M project.

Senior Consultant

Capgemini
2000 - 2003

Analyzed requirements and tested $1B billing system.

QA Telecom

Capgemini - Senior Consultant

Detailed Achievements

  • Telecom Systems: Analyzed requirements and tested $1B billing system for Nextel.
  • Launch Lead: Developed certification plans for go-live; led test teams.

Skills

AI/ML & Tech

LLMs (GPT-4, Claude), HITL, AI Ops, Prompt Engineering, ML Product Mgmt.

Strategy

PLG, Cross-Functional Leadership, P&L Mgmt, GTM Strategy.

Analytics

A/B Testing, Cohort Analysis, Funnel Optimization, SQL.

Consumer

Freemium Models, E-commerce, Subscriptions, Retention.

Education

MBA & MS

University of Michigan
Ross School of Business & SEAS (Erb Institute)

BS Electrical Engineering

University of Virginia