Roast My Strava
Roast My Strava connects to your Strava account and uses AI to write a roast of your training. It has been used by over 100,000 athletes around the world.
I built the first version over a weekend in September 2024, as an experiment combining generative AI with the Strava API. It reached 10,000 athletes in its first two months, mostly through shared screenshots and word of mouth.
In October 2025, Strava named it an App of the Year for "Community Motivation" at the 2025 Strava Developer Summit. That December, the story of how I built it was featured in Developer Voices on the Strava blog. Then an Instagram trend of athletes sharing their roasted year in review, like Anya Culling and Ben Felton, carried it past 100,000 users and generated millions of impressions.
Try it at roastmystrava.com.
2025 Strava Developer Summit
Timeline
- September 2024
Built the first version over a weekend
- November 2024
10,000 athletes
- October 2025
App of the Year Award for “Community Motivation” at the 2025 Strava Developer Summit
- December 2025
An Instagram trend takes off and Roast My Strava is featured in Developer Voices on the Strava blog
- Early 2026
100,000+ athletes
Coverage
- Some Work, All Play · Featured on episode 289 of David and Megan Roche's podcast (December 2025)
- The Tab · “There’s finally a way to wrap your Strava activities, but you get roasted in the process” (December 2025)
- For The Long Run · Podcast interview with Jason: “The Intersection of AI Innovation and Running” (December 2025)
- Believe in the Run · The hosts roast themselves on The Drop, episode 425 (January 2026)
Frequently Asked Questions
What is Roast My Strava?
Roast My Strava is an app built on the Strava API. It uses artificial intelligence to generate personalized commentary on an athlete's Strava profile and activities. It has grown from a weekend side project to a viral community tool used by over 100,000 athletes.
How does Roast My Strava work?
Roast My Strava uses the Strava API to access a user's profile, stats, and activities. It then uses a Large Language Model (LLM) to analyze the data and produce a "roast" that playfully comments on the user.
Who created Roast My Strava?
Roast My Strava was created by Jason Kuperberg, a software engineer and runner based in New York City. The project began as an experiment to combine generative AI with fitness data.
Is Roast My Strava free?
Yes. As of early 2026, Roast My Strava is offered by the developer as a free experience for the community. Users receive a limited number of roasts each day to manage costs, but you can reach out to the creator to support the project and request a limit increase.
How do you get your Strava roasted?
To get your Strava roasted, follow these steps:
- Go to roastmystrava.com.
- Click "Connect with Strava" and grant permission on Strava's secure authentication page.
- Choose what to roast: your Profile, a specific Activity, or your Year in Sport.
- Generate your roast and share it wherever you want.
Does Roast My Strava have a Year in Review?
Yes. Roast My Strava includes a "Strava Roasted" year-in-review mode. It analyzes your total distance, elevation, activity variation, and training trends from the past year to create a roasted alternative to Strava's official Year in Sport recap.
Can the app help me name my activities?
Yes. Beyond roasting, the site includes a Strava title generator and caption generator that analyze your activity data to write titles with AI, so your runs are not all called "Morning Run".
Is Roast My Strava safe to use?
Yes. Roast My Strava is built on the official Strava API, and authentication is handled directly by Strava. The site only requests the permissions needed to generate your roast, and you can revoke access at any time in your Strava Apps Settings.
To contact me about this project, message me on Instagram or LinkedIn.