I love
building.

2x Founder & CEO (1x exit to Target)
2x Chief Product & Technology Officer
20 Years AI Innovation @ Amazon, PayPal, Visa, & Target
15 Years Executive Experience
5 Technology Patents

Built and launched new categories at

Resulted in

98%

fraud losses cut with machine learning at Amazon

12x

market expansion from PayPal’s first omnichannel wallet

$120B+

in annual transaction volume across platforms led

1,000+

cross-functional team members led across 9 global locations

Featured in

AI Leadership

Twenty years of AI in production.

Automating and accelerating AI systems with billions in revenue and risk attached, starting in 2005.

2005

Amazon Amazon was losing real money to marketplace fraud in Europe. Our merchant-risk team built machine-learning models that cut those losses 98%, an early lesson in what AI does when it’s pointed at a P&L problem. The same year, I proposed Amazon’s first paid web service, the Historical Pricing API: data sold as a product, five months before S3.

2008

Visa Verified by Visa asked shoppers to remember yet another password at checkout. My team rebuilt it around machine-learning risk scoring that verified people silently in the background, with no password unless the model saw something suspicious. Usage grew 130% year over year.

2013

Rosetta Stone Rosetta Stone taught language by listening to customers speak and responding. The speech-recognition and natural-language systems behind that experience were run by the 160-person organization I led: AI inside the core revenue product, serving millions of paying customers.

2016

Every (acquired by Target)

At Every, our 28-person team engineered and patented a machine-learning matching engine designed to connect influencers with products and consumers, launching a predictive commerce platform three years before Meta rolled out shopping native functionality.

2025

Blackhawk Network Blackhawk had no enterprise AI platform, so I built the case for one: 25 stakeholder meetings, a 150-person pilot that proved immediate ROI, then a rollout of Claude to 1,000+ employees. The clearest evidence it works: my five-person product team, operating AI-natively, delivers double the output of peer teams of sixty-plus.

Now

Founder & CEO, HowDo Founded in 2017 as a self-funded venture, we built an AI mentor that allowed entrepreneurs to ask business questions in plain English and receive instant, tailored insights generated from 50,000 hand-curated data points, pioneering the generative experience five years before ChatGPT made it mainstream. Alongside it, we built the world’s largest open-source innovation course. It reached 400,000+ learners and led to my selection as an Edmund Hillary Fellow. Today: building the next generation business platform, again. Learn more at HowDo.com ↗

Expertise

Zero to one

Amazon’s first digital video platform. Visa’s first direct-to-consumer payment product. PayPal’s first omnichannel wallet. Target’s first startup accelerator. When something has to exist and doesn’t yet, that is my favorite assignment.

Teams that create industries

New industries are built by great teams. I have had the opportunity to build and rebuild product and technology organizations at inflection points and scale them: 115 people at BigCommerce, 160 at Rosetta Stone, over 1,000 at PayPal across nine global locations, and now small, talented teams and AI.

AI & technology strategy

Two decades of AI in production: fraud, authentication, natural language processing (NLP), natural language generation (NLG), and current enterprise-scale deployment. Translated into strategy: where AI creates enterprise value, what it costs, and how to govern its risk.

M&A on both sides of the table

Founded and sold a company to Target; acquired two startups at Every; led diligence and integration of three acquisitions at Rosetta Stone.

Regulated markets

Rebuilt PayPal Australia’s compliance operations under regulatory pressure, retaining 3M+ consumers.

Global operations

Operated businesses and teams across the US, UK, Europe, Australia, Asia, and India.

Career Highlights

Amazon

Product Manager, twice promoted · 2004–2007 · Seattle · Bangalore · London

Joined Amazon as a product manager and earned two promotions in three years. Managing small teams with massive mandates, we built the video asset and metadata operations platform behind Amazon Unbox, Amazon’s first digital video service and the precursor to Prime Video. Additionally, I championed and launched Amazon’s first paid web service (the Historical Pricing API) five months before AWS launched S3, and established Amazon’s first international fraud office in Bangalore, which scaled into its largest global hub of fraud analysts.

Visa

VP of Innovation & eCommerce · 2007–2009 · London

At Visa, my 22-person team built the company’s first direct-to-consumer payment product, Visa’s first head-to-head answer to PayPal. That work earned two technology patents. We also rebuilt Verified by Visa around machine-learning risk scoring that authenticated shoppers silently in the background, growing usage 130% year over year.

PayPal

Senior Director of Product & Platform, PayPal 2010–2012

At PayPal, I led a 1,000-person product, engineering, and design organization across nine global locations. Together, we built the first omnichannel wallet and point-of-sale payments platform, launching across partners like Home Depot, Abercrombie & Fitch, and Ingenico to expand PayPal’s addressable market by 12x. Managed platform for 110M+ users and $120B+ in annual payments, cut $25M in operational costs, and restructured PayPal Australia’s compliance framework to successfully retain 3M+ consumers.

Rosetta Stone

Chief Product & Technology Officer · 2012–2013 · San Francisco · Sydney

At Rosetta Stone, we scaled active customers by 1,000% and cut COGS by 80% by pivoting the business model from boxed software to a digital SaaS platform with a rebuilt 160-person team and a $45M budget. We turned the mobile app from a 1-star rating to a 4.5-star market leader and shipped six products in a single year for a company that hadn’t launched one in six years. Those launches included Rosetta Stone’s first kids products, which won an iKids “Best Learning App” award and hit #2 on iTunes, and its first business-to-business SaaS product, Advanced English for Business, which drove millions in revenue its first quarter. I also led due diligence and integration for three acquisitions.

Every → Target

Founder & CEO, Every · VP of Innovation & Entrepreneur in Residence, Target · 2014–2017

Founded Every in 2014, recruiting a 28-person elite team with executives from Netflix, PayPal, and Uber, and securing $16M+ in funding. Following a swift acquisition by Target, I stepped in as their first Entrepreneur in Residence and later VP of Innovation. My organization cut $100M+ in low-performing projects, reallocated $30M+ into high-growth initiatives, and scaled an internal Techstars accelerator that drew 530 applications from 45 countries in year one. That initiative became Target Accelerators, which remains a permanent corporate business function today.

Recognition

2025

Product Leader, Products That Count

2020

Edmund Hillary Fellowship. Selected as a Fellow for global innovation impact.