The people building the fashion network.
Cheeky was founded on the belief that fashion technology should start with the wardrobe, not the storefront. We are building the system that connects closets, styling, social discovery, and commerce into one product.
Co-Founder & Head of Business.
Computer Vision Engineer.
Built by founders who think fashion should behave like a network.
Most fashion apps optimize for one moment — discovery, styling, or purchase. Cheeky connects all of them through the wardrobe because that is where personal style actually lives.
We started Cheeky after realizing that every fashion product treats the closet as invisible. People own hundreds of garments but have no system for using them. We built Cheeky to change that — starting from the wardrobe and expanding into styling, social, and commerce as natural extensions of what people already do with clothes.
Principles behind the product.
Start with what people own.
Every feature in Cheeky is grounded in real closet data. We do not guess at style — we build from what is actually in someone's wardrobe.
Each user makes it better for the next.
More closets mean better styling, sharper discovery, and a richer marketplace. The system compounds instead of plateauing.
Clothes should move, not sit.
Global brand commerce, social discovery, and AI styling all live inside the same loop. When a piece resonates, it finds the right buyer anywhere on the planet.
We are building the infrastructure for how people relate to their clothes.
Cheeky is not just a fashion app. It is the system layer that makes wardrobes useful, social, and commercially alive — one closet at a time.
Make every garment in every closet usable.
If someone owns it, they should be able to style it, share it, or circulate it. Cheeky makes that possible through one connected product.
Frequently asked questions
Who founded Cheeky?
Cheeky-Fit Inc. was founded in 2024 in Manassas, Virginia by Mia Baden, Technical Co-Founder, and Jaideep Pande, Co-Founder leading business and strategy.
What is Cheeky-Fit Inc.?
Cheeky-Fit Inc. is the company behind Cheeky, an AI fashion network for wardrobe digitization, AI styling, social discovery, and a global brand marketplace.
Where is Cheeky headquartered?
Cheeky-Fit Inc. is based in Manassas, Virginia, United States. The company was founded in 2024 and operates a remote-first team.
What is Cheeky's mission?
Cheeky believes wardrobes should work harder. The team builds a fashion network where digitization, styling, discovery, and commerce reinforce each other instead of living in separate apps.
Is Cheeky venture-backed?
Cheeky-Fit Inc. joined Stripe's Accelerate program in June 2026, a selective program for early-stage venture-backed startups building global commerce infrastructure.
How do I contact Cheeky leadership?
Email jpande-cfo@cheeky-fit.com for partnerships, press, investors, or general company inquiries. See cheeky-fit.com/support for routed support topics.
Does Cheeky hire remotely?
Yes. Cheeky is remote-first. Open roles are listed at cheeky-fit.com/careers for engineers, designers, and operators.
What is an AI fashion network?
An AI fashion network connects closet data, outfit styling, social taste signals, and shopping. Cheeky is built as that unified system rather than a single-feature app.
Where can I read Cheeky press releases?
Official announcements are at cheeky-fit.com/public-releases, including the Stripe Accelerate and Drift partnership releases.
What programs is Cheeky part of?
Cheeky-Fit Inc. is part of Stripe's Accelerate program as of June 2026, supporting payments infrastructure for its global marketplace.