Stripe Python v15 Breaking Change Silently Halted Automated Digital Deliveries

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A developer's automated delivery script stopped fulfilling paid orders after stripe-python was upgraded to version 15, with no errors logged and clean exit codes masking the failure. The root cause was a breaking change in v15 where charge.metadata shifted from a standard Python dict to a StripeObject, which does not support the .get() method, causing an AttributeError that aborted the resolution logic before any fallback could run. Customers were successfully charged, but their digital products were never dispatched because the script silently skipped each charge. The developer noted this was a recurring failure pattern, citing an earlier April incident where a locked log file caused the script to exit cleanly for three days without processing anything. The broader lesson identified was the need to treat all Stripe SDK objects as non-dict types and to build explicit upstream failure alerts rather than relying on exception handling around individual lines.

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