In this conversation with Andy Ellwood, founder of Stretch, we explore what happens when childhood frugality, serial entrepreneurship, and AI-powered innovation collide around one persistent problem: how to know you are paying the best price for groceries.
Stretch is building the first true shopping intelligence platform, empowering everyday families to compare full basket prices across nearby stores before they shop—saving families over $1,000 a year amid relentless inflation in early results.
Andy takes us from a Texas homeschool experience where grocery runs taught math and ingenuity, through startups acquired by Facebook, Google, and private equity, to the tragedy of losing a key investor days before funding and COVID shuttering his prior venture Basket.com.
Now a new Dad, he reveals how AI supercharges data from 1 million products, personalizes lists for gluten-free needs, and envisions agentic commerce where AI agents negotiate deals for your family while balancing growth with the demands of nurturing a newborn.
We unpack shocking shopper surveys—17% skipping meals, middle-class families adapting hardest—and Andy's "rule of three": automate any task done three times weekly with AI.
This is a story of curiosity asking "what else is possible?", resilience through loss, and tech flipping grocers' info advantage to families. If you battle weekly grocery math, care about AI's practical edge in business and life, or wonder how founders rebound stronger, this is a must-listen on the More Elephant podcast.
Key More Elephant Takeaways in this Episode:
- Stretch uses AI to deliver real-time basket pricing across thousands of stores, turning mental price comparisons into actionable savings without store-hopping.
- Grocery inflation exposes inequities: low-income families already maxed out trade-offs, while 24% of Americans used buy-now-pay-later for food last year.
- From crowdsourcing prices at Basket.com to AI querying millions of sku’s, Andy's 12-year obsession solves what Expedia did for travel—now for the unchanged grocery world.
- Fatherhood and coaching honed efficiency; AI acts as "smarter interns" for tasks like webpage builds or list tweaks, accelerating Stretch's nationwide rollout.
- Agentic AI promises "agentic commerce": your digital rep shops your profile, unlocking demand-based deals from chains competing for baskets.
- and more…