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[2026-03-02 19:54:14] [INFO] Email sending attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","subject":"\ud83d\udd34 Instagram Token Expired - Reconnection Needed"}
[2026-03-02 19:54:14] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":1,"max_retries":3,"will_retry":true}
[2026-03-02 19:54:14] [INFO] Email retry attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":2,"max_retries":3}
[2026-03-02 19:54:19] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":2,"max_retries":3,"will_retry":true}
[2026-03-02 19:54:19] [INFO] Email retry attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":3,"max_retries":3}
[2026-03-02 19:54:24] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":3,"max_retries":3,"will_retry":false}
[2026-03-02 19:54:24] [ERROR] Email sending failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","error":"All 3 email sending attempts failed"}
[2026-03-02 19:54:24] [ERROR] Email sending completely failed after all retries | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","total_attempts":3,"retry_delay":5}
[2026-04-21 20:56:44] [INFO] Email sending attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","subject":"\ud83d\udd34 Instagram Token Expired - Reconnection Needed"}
[2026-04-21 20:56:44] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":1,"max_retries":3,"will_retry":true}
[2026-04-21 20:56:44] [INFO] Email retry attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":2,"max_retries":3}
[2026-04-21 20:56:49] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":2,"max_retries":3,"will_retry":true}
[2026-04-21 20:56:49] [INFO] Email retry attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":3,"max_retries":3}
[2026-04-21 20:56:54] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":3,"max_retries":3,"will_retry":false}
[2026-04-21 20:56:54] [ERROR] Email sending failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","error":"All 3 email sending attempts failed"}
[2026-04-21 20:56:54] [ERROR] Email sending completely failed after all retries | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","total_attempts":3,"retry_delay":5}
[2026-06-10 21:00:37] [INFO] Email sending attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","subject":"\ud83d\udd34 Instagram Token Expired - Reconnection Needed"}
[2026-06-10 21:00:37] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":1,"max_retries":3,"will_retry":true}
[2026-06-10 21:00:37] [INFO] Email retry attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":2,"max_retries":3}
[2026-06-10 21:00:42] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":2,"max_retries":3,"will_retry":true}
[2026-06-10 21:00:42] [INFO] Email retry attempt | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":3,"max_retries":3}
[2026-06-10 21:00:47] [WARNING] Email sending attempt failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","attempt":3,"max_retries":3,"will_retry":false}
[2026-06-10 21:00:47] [ERROR] Email sending failed | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","error":"All 3 email sending attempts failed"}
[2026-06-10 21:00:47] [ERROR] Email sending completely failed after all retries | Context: {"type":"expiration_warning","recipient":"mysilentroots@gmail.com","total_attempts":3,"retry_delay":5}