diff --git a/src/components/FeedCard.tsx b/src/components/FeedCard.tsx
index f7446bc81d..1c1895418f 100644
--- a/src/components/FeedCard.tsx
+++ b/src/components/FeedCard.tsx
@@ -271,7 +271,7 @@ function SaveButtonInner({
         }
         Toast.show(_(msg`Feeds updated!`))
       } catch (err: any) {
-        logger.error(err, {context: `FeedCard: failed to update feeds`, pin})
+        logger.error(err, {message: `FeedCard: failed to update feeds`, pin})
         Toast.show(_(msg`Failed to update feeds`), 'xmark')
       }
     },
diff --git a/src/components/dialogs/PostInteractionSettingsDialog.tsx b/src/components/dialogs/PostInteractionSettingsDialog.tsx
index fdf075ca42..63b640d9fe 100644
--- a/src/components/dialogs/PostInteractionSettingsDialog.tsx
+++ b/src/components/dialogs/PostInteractionSettingsDialog.tsx
@@ -209,7 +209,7 @@ export function PostInteractionSettingsDialogControlledInner(
       props.control.close()
     } catch (e: any) {
       logger.error(`Failed to save post interaction settings`, {
-        context: 'PostInteractionSettingsDialogControlledInner',
+        source: 'PostInteractionSettingsDialogControlledInner',
         safeMessage: e.message,
       })
       Toast.show(
diff --git a/src/logger/transports/bitdrift.ts b/src/logger/transports/bitdrift.ts
index d9e3481565..6e335f29c5 100644
--- a/src/logger/transports/bitdrift.ts
+++ b/src/logger/transports/bitdrift.ts
@@ -22,5 +22,9 @@ export const bitdriftTransport: Transport = (
   metadata,
 ) => {
   const log = logFunctions[level]
-  log(`(${context}) ${message}`, prepareMetadata(metadata))
+  log(message.toString(), {
+    // match Sentry payload
+    context,
+    ...prepareMetadata(metadata),
+  })
 }
diff --git a/src/logger/transports/sentry.ts b/src/logger/transports/sentry.ts
index c8ba400ae5..890918d676 100644
--- a/src/logger/transports/sentry.ts
+++ b/src/logger/transports/sentry.ts
@@ -10,7 +10,17 @@ export const sentryTransport: Transport = (
   {type, tags, ...metadata},
   timestamp,
 ) => {
-  const meta = prepareMetadata(metadata)
+  const meta = {
+    // match Bitdrift payload
+    context,
+    ...prepareMetadata(metadata),
+  }
+  let _tags = tags || {}
+  _tags = {
+    // use `category` to match breadcrumbs
+    category: context,
+    ...tags,
+  }
 
   /**
    * If a string, report a breadcrumb
@@ -46,9 +56,9 @@ export const sentryTransport: Transport = (
      */
     if (level === 'error' || level === 'warn' || level === 'log') {
       // Defer non-critical messages so they're sent in a batch
-      queueMessageForSentry(`(${context}) message`, {
+      queueMessageForSentry(message, {
         level: severity,
-        tags,
+        tags: _tags,
         extra: meta,
       })
     }
@@ -57,7 +67,7 @@ export const sentryTransport: Transport = (
      * It's otherwise an Error and should be reported with captureException
      */
     Sentry.captureException(message, {
-      tags,
+      tags: _tags,
       extra: meta,
     })
   }
diff --git a/src/logger/types.ts b/src/logger/types.ts
index 6e076aefa5..517893d290 100644
--- a/src/logger/types.ts
+++ b/src/logger/types.ts
@@ -32,6 +32,11 @@ export type Transport = (
  * `captureException` parameter, `CaptureContext`.
  */
 export type Metadata = {
+  /**
+   * Reserved for appending `LogContext` to logging payloads
+   */
+  context?: undefined
+
   /**
    * Applied as Sentry breadcrumb types. Defaults to `default`.
    *
diff --git a/src/screens/Deactivated.tsx b/src/screens/Deactivated.tsx
index 602012f086..c989673649 100644
--- a/src/screens/Deactivated.tsx
+++ b/src/screens/Deactivated.tsx
@@ -96,7 +96,7 @@ export function Deactivated() {
       }
 
       logger.error(e, {
-        context: 'Failed to activate account',
+        message: 'Failed to activate account',
       })
     } finally {
       setPending(false)
diff --git a/src/screens/ModerationInteractionSettings/index.tsx b/src/screens/ModerationInteractionSettings/index.tsx
index 99b29d950e..ee72ff9dae 100644
--- a/src/screens/ModerationInteractionSettings/index.tsx
+++ b/src/screens/ModerationInteractionSettings/index.tsx
@@ -102,7 +102,7 @@ function Inner({preferences}: {preferences: UsePreferencesQueryResponse}) {
       Toast.show(_(msg`Settings saved`))
     } catch (e: any) {
       logger.error(`Failed to save post interaction settings`, {
-        context: 'ModerationInteractionSettingsScreen',
+        source: 'ModerationInteractionSettingsScreen',
         safeMessage: e.message,
       })
       setError(_(msg`Failed to save settings. Please try again.`))
diff --git a/src/screens/Settings/components/DeactivateAccountDialog.tsx b/src/screens/Settings/components/DeactivateAccountDialog.tsx
index f5059861c8..78c685770a 100644
--- a/src/screens/Settings/components/DeactivateAccountDialog.tsx
+++ b/src/screens/Settings/components/DeactivateAccountDialog.tsx
@@ -61,7 +61,7 @@ function DeactivateAccountDialogInner({
       }
 
       logger.error(e, {
-        context: 'Failed to deactivate account',
+        message: 'Failed to deactivate account',
       })
     } finally {
       setPending(false)
diff --git a/src/state/messages/convo/agent.ts b/src/state/messages/convo/agent.ts
index a3baf2acca..73e75f58d2 100644
--- a/src/state/messages/convo/agent.ts
+++ b/src/state/messages/convo/agent.ts
@@ -469,7 +469,7 @@ export class Convo {
         this.dispatch({event: ConvoDispatchEvent.Ready})
       }
     } catch (e: any) {
-      logger.error(e, {context: 'Convo: setup failed'})
+      logger.error(e, {message: 'Convo: setup failed'})
 
       this.dispatch({
         event: ConvoDispatchEvent.Error,
@@ -574,7 +574,7 @@ export class Convo {
       this.sender = sender || this.sender
       this.recipients = recipients || this.recipients
     } catch (e: any) {
-      logger.error(e, {context: `Convo: failed to refresh convo`})
+      logger.error(e, {message: `Convo: failed to refresh convo`})
     }
   }
 
@@ -834,7 +834,7 @@ export class Convo {
       // continue queue processing
       await this.processPendingMessages()
     } catch (e: any) {
-      logger.error(e, {context: `Convo: failed to send message`})
+      logger.error(e, {message: `Convo: failed to send message`})
       this.handleSendMessageFailure(e)
       this.isProcessingPendingMessages = false
     }
@@ -880,7 +880,7 @@ export class Convo {
     } else {
       this.pendingMessageFailure = 'unrecoverable'
       logger.error(e, {
-        context: `Convo handleSendMessageFailure received unknown error`,
+        message: `Convo handleSendMessageFailure received unknown error`,
       })
     }
 
@@ -935,7 +935,7 @@ export class Convo {
         {},
       )
     } catch (e: any) {
-      logger.error(e, {context: `Convo: failed to batch retry messages`})
+      logger.error(e, {message: `Convo: failed to batch retry messages`})
       this.handleSendMessageFailure(e)
     }
   }
@@ -957,7 +957,7 @@ export class Convo {
         )
       })
     } catch (e: any) {
-      logger.error(e, {context: `Convo: failed to delete message`})
+      logger.error(e, {message: `Convo: failed to delete message`})
       this.deletedMessages.delete(messageId)
       this.commit()
       throw e
diff --git a/src/state/messages/events/agent.ts b/src/state/messages/events/agent.ts
index b9f50ed6cf..9890eee3fd 100644
--- a/src/state/messages/events/agent.ts
+++ b/src/state/messages/events/agent.ts
@@ -255,7 +255,7 @@ export class MessagesEventBus {
       this.dispatch({event: MessagesEventBusDispatchEvent.Ready})
     } catch (e: any) {
       logger.error(e, {
-        context: `${LOGGER_CONTEXT}: init failed`,
+        message: `${LOGGER_CONTEXT}: init failed`,
       })
 
       this.dispatch({
@@ -368,12 +368,12 @@ export class MessagesEventBus {
           this.emitter.emit('event', {type: 'logs', logs: batch})
         } catch (e: any) {
           logger.error(e, {
-            context: `${LOGGER_CONTEXT}: process latest events`,
+            message: `${LOGGER_CONTEXT}: process latest events`,
           })
         }
       }
     } catch (e: any) {
-      logger.error(e, {context: `${LOGGER_CONTEXT}: poll events failed`})
+      logger.error(e, {message: `${LOGGER_CONTEXT}: poll events failed`})
 
       this.dispatch({
         event: MessagesEventBusDispatchEvent.Error,
diff --git a/src/state/session/agent.ts b/src/state/session/agent.ts
index ba0c14c1a1..531e285ab1 100644
--- a/src/state/session/agent.ts
+++ b/src/state/session/agent.ts
@@ -166,7 +166,7 @@ export async function createAgentAndCreateAccount(
       })
     } catch (e: any) {
       logger.error(e, {
-        context: `session: createAgentAndCreateAccount failed to save personal details and feeds`,
+        message: `session: createAgentAndCreateAccount failed to save personal details and feeds`,
       })
     }
   } else {
@@ -177,7 +177,7 @@ export async function createAgentAndCreateAccount(
     // snooze first prompt after signup, defer to next prompt
     snoozeEmailConfirmationPrompt()
   } catch (e: any) {
-    logger.error(e, {context: `session: failed snoozeEmailConfirmationPrompt`})
+    logger.error(e, {message: `session: failed snoozeEmailConfirmationPrompt`})
   }
 
   return agent.prepare(gates, moderation, onSessionChange)