From Burrito Bribes to #1 in the App Store: Lessons on How Unscalable Things Can Scale Consumer Startups to Millions

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May I Have Your Retention Please?

Saba Karim

8 episodes

7 hours ago

The podcast for people who build apps — and want them to stick. Each episode, we interview the most forward-thinking consumer founders of 2025, diving deep into how they grow, retain, and truly engage users. Not just top-line tricks — we go into the lesser-known tactics, emotional hooks, and hard-earned lessons that don’t make it into tweets. If you’re building an app people can’t put down (or want to), this is your new favorite show.

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From Burrito Bribes to #1 in the App Store: Lessons on How Unscalable Things Can Scale Consumer Startups to Millions

May I Have Your Retention Please?

20 minutes 59 seconds

2 months ago

From Burrito Bribes to #1 in the App Store: Lessons on How Unscalable Things Can Scale Consumer Startups to Millions

In this episode of May I Have Your Retention Please?, we sit down with Harry Dixon, co-founder and CEO of one of the fastest-growing shopping apps in the world. Harry shares how scrappy hacks like “Burrito Gate” on college campuses turned into a playbook that scaled to millions of shoppers and even a #1 App Store ranking.

We cover:

how he got the very first users on the app
what happened when they tried influencer marketing
the system behind their TikTok growth
the onboarding trick every founder should know
why marketing is more technical than you think

About Checkmate
Checkmate is a shopping app that helps people save money with personalized deals and offers.