diff --git a/crates/robbb/src/attachment_logging.rs b/crates/robbb/src/attachment_logging.rs
index fc46ccfa..5f19b62c 100644
--- a/crates/robbb/src/attachment_logging.rs
+++ b/crates/robbb/src/attachment_logging.rs
@@ -40,7 +40,7 @@ pub async fn store_attachments(
 /// Store a single attachment in the given directory path.
 async fn store_single_attachment(dir_path: impl AsRef<Path>, attachment: Attachment) -> Result<()> {
     let file_path = dir_path.as_ref().join(attachment.filename);
-    tracing::debug!("Storing file {}", &file_path.display());
+    tracing::debug!(file_path = %file_path.display(), "Storing file {}", &file_path.display());
 
     let resp = reqwest::get(&attachment.url).await.context("Failed to load attachment")?;
     let mut body = resp
@@ -104,10 +104,11 @@ pub async fn cleanup(config: &Config) -> Result<()> {
         files.sort_by_key(|(_, meta)| meta.modified().expect("Unsupported platform"));
     }
 
-    tracing::info!("{} bytes currently occupied by attachment logging", total_size_bytes);
+    tracing::info!(attachment_logs.total_size_bytes = %total_size_bytes, "Performing attachment cleanup");
 
     while total_size_bytes > config.attachment_cache_max_size && !files.is_empty() {
         let (file, meta) = files.remove(0);
+        tracing::trace!(file_name = %file.path().display(), size = meta.size(), "Deleting file");
         tokio::fs::remove_file(file.path())
             .instrument(tracing::info_span!("Deleting file", file_name = %file.path().display(), size = meta.size()))
             .await?;
diff --git a/crates/robbb/src/events/guild_member_update.rs b/crates/robbb/src/events/guild_member_update.rs
index 4f7fef5d..82f91118 100644
--- a/crates/robbb/src/events/guild_member_update.rs
+++ b/crates/robbb/src/events/guild_member_update.rs
@@ -25,6 +25,7 @@ pub async fn dehoist_member(ctx: client::Context, member: Member) -> Result<()>
     } else {
         cleaned_name.to_string()
     };
+    tracing::info!(user.old_name = %display_name, user.cleaned_name = %cleaned_name, "Dehoisting user");
     member
         .edit(&ctx, |edit| edit.nickname(&cleaned_name))
         .instrument(tracing::info_span!("dehoist-edit-nickname", member.tag = %member.user.tag(), dehoist.old_nick = %display_name, dehoist.new_nick = %cleaned_name))
diff --git a/crates/robbb/src/events/ready.rs b/crates/robbb/src/events/ready.rs
index c949b543..3416cc22 100644
--- a/crates/robbb/src/events/ready.rs
+++ b/crates/robbb/src/events/ready.rs
@@ -8,7 +8,7 @@ pub async fn ready(ctx: client::Context, _data_about_bot: Ready) -> Result<()> {
     let config = ctx.get_config().await;
 
     let bot_version = util::bot_version();
-    tracing::info!("Robbb is ready! Running version {}", &bot_version);
+    tracing::info!(robbb_version = %bot_version, "Robbb is ready! Running version {}", &bot_version);
 
     let _ = config
         .channel_mod_bot_stuff