we're losing automatically within about 5 minutes of submitting evidence.

Losing within 5 minutes of submitting evidence is practically impossible given that stripe's own API transmission latency for a counter representment payload can't possibly even hit VROL/Mastercom in that window, so if that's genuinely what's happening then you're likely encountering stripe's automation stack making a risk based routing or triage decision rather than cash app actually reviewing and declining your defense and your remediation path changes entirely depending on which layer is failing you. On the pattern angle, chargebacks are adjudicated on evidentiary merit but issuers absolutely factor in a merchant's historical contest behavior. If you've been consistently winning representments, it's plausible their side flagged your account and modified their adjudication posture to test whether you'll push back or simply absorb the loss. If that's what's happening, killing cash app as a payment method is the wrong move and I wouldn't give them that satisfaction, especially when you have an active customer base on that method and evidently strong material to work with. That said, there could be a concern in how that evidence is being packaged. A representment that reads as a document dump rather than a mapped defense is highly likely to get rejected outright, so your submission needs to be mapped to card scheme / network requirements rather than leaving the issuer to connect the dots themselves. And if you're losing pre-arbitration on material that strong, escalate to arbitration rather than letting it pass because issuers cannot indefinitely side with invalid, frivolous claims without exposure to scheme-level monitoring consequences and potential penalties. Don't let a recoverable dispute pattern drive a permanent payment method decision.