About us

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.

Founded 2025
Manassas, Virginia
AI + Fashion
Wardrobe-first AI-native Social commerce Circular fashion
Mia Baden

Founder & Software Engineer.

Engineering, Computer Vision, Mobile ML
George Mason University (CS) · William & Mary (Finance)
"The best technology is the kind you forget is there."

Previously a Computer Scientist at U.S. Army DEVCOM C5ISR and Software Engineer at General Dynamics IT. Built production-ready mobile vision models, edge-to-cloud ML pipelines, and the full Cheeky app from data workflows to mobile UX.

Jaideep Pande

Co-Founder & Head of Business.

Fundraising, Partnerships, Growth
Cardiff University (Economics) · Queen's University Belfast · Nagpur University (BBA)
"Fashion is social by nature. We are making it shoppable."

Economist with private equity and real estate experience. Managed INR 100+ Crore portfolios for UHNI clients at GoldenArc, spearheaded INR 25 Crore acquisitions at Aditya Birla Capital, and handled loan servicing at REIM Capital before co-founding Cheeky.

Hallan Maxwel

Computer Vision Engineer.

Full-stack, ML, Mobile Vision
UMass Amherst (Computer Science)
"Ship it, then make it better."

Full-stack software engineer with experience at New York Life. Built production-ready mobile vision models for apparel detection, led payment integration, and helped build the Cheeky website. Certified in IBM Data Science and Google Data Analytics.

Cheeky-Fit, Inc.

Active · For Profit · Delaware, United States
Heat Score 91
Headquarters
Manassas, Virginia
Headcount
1–10
Founders
Jaideep Pande, Mia Baden
Contact
jpande-cfo@cheeky-fit.com
Apparel Artificial Intelligence Fashion Marketplace
Featured in
Virginia Female Founded Companies · Southern US Marketplace Companies · Washington DC Metro Area Female Founded Companies
View on Crunchbase
Our story

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.

What drives us

Principles behind the product.

Wardrobe first

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.

Network effects

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.

Circular by design

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.

Vision
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.

Mission
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.