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The official USPTO status record for WINWINWEB, serial 90059243, as a dated PDF. One price, one document, delivered in about a minute.

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The USPTO's own status record for this mark, on one dated page.

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◆ TRADEMARKCHECKER.AITRADEMARK STATUS REPORT
WINWINWEB
Serial 90059243 · Principal Register
Dead · Refused

Owner: Permission.io Inc.
Class 042 - Scientific & Technology Services
Filed Jul 17, 2020

The record shows that WINWINWEB is an abandoned application – the USPTO marked it “dead” after Permission.io Inc., a Delaware corporation, failed to answer an Office action, with the abandonment dated May 20 2021. The filing was for a service mark covering “Software as a service (SAAS) services featuring software for providing a virtual currency for use by members of an online community via a global computer network” in International Class 042, so the closest area of concern would be any SaaS platform that issues or manages virtual currency for an online community. The record does not give Permission.io control over every use of the word WINWINWEB in other industries or contexts. No Supplemental Register filing appears, and the prosecution history simply reflects the non‑final action and the subsequent abandonment. The supplied history contains no opposition, cancellation or court activity, so there are no visible enforcement signals. I'd treat this as a meaningful concern if you plan a similar SaaS‑currency service, because the abandoned filing still signals that the USPTO found the mark worth examining for that specific market.

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The way I'd use it, honestly, is as the thing you attach when a bank, a marketplace, or a co-founder asks "are we clear on the name". It answers in one page.

Your name deserves a straight answer.

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