diff --git a/cli/testdata/coder_server_--help.golden b/cli/testdata/coder_server_--help.golden
index 1e418cf734..3d77772075 100644
--- a/cli/testdata/coder_server_--help.golden
+++ b/cli/testdata/coder_server_--help.golden
@@ -106,7 +106,7 @@ AIBRIDGE OPTIONS:
           See
           https://docs.claude.com/en/docs/claude-code/settings#environment-variables.
 
-      --aibridge-retention duration, $CODER_AIBRIDGE_RETENTION (default: 1440h)
+      --aibridge-retention duration, $CODER_AIBRIDGE_RETENTION (default: 60d)
           Length of time to retain data such as interceptions and all related
           records (token, prompt, tool use).
 
diff --git a/cli/testdata/server-config.yaml.golden b/cli/testdata/server-config.yaml.golden
index b5d0164c7d..d030e1d63c 100644
--- a/cli/testdata/server-config.yaml.golden
+++ b/cli/testdata/server-config.yaml.golden
@@ -753,5 +753,5 @@ aibridge:
   inject_coder_mcp_tools: false
   # Length of time to retain data such as interceptions and all related records
   # (token, prompt, tool use).
-  # (default: 1440h, type: duration)
+  # (default: 60d, type: duration)
   retention: 1440h0m0s
diff --git a/codersdk/deployment.go b/codersdk/deployment.go
index 6b39412285..a86fdab814 100644
--- a/codersdk/deployment.go
+++ b/codersdk/deployment.go
@@ -3355,7 +3355,7 @@ Write out the current server config as YAML to stdout.`,
 			Flag:        "aibridge-retention",
 			Env:         "CODER_AIBRIDGE_RETENTION",
 			Value:       &c.AI.BridgeConfig.Retention,
-			Default:     "1440h", // 60 days.
+			Default:     "60d",
 			Group:       &deploymentGroupAIBridge,
 			YAML:        "retention",
 			Annotations: serpent.Annotations{}.Mark(annotationFormatDuration, "true"),
diff --git a/docs/reference/cli/server.md b/docs/reference/cli/server.md
index 9f202932d1..92c46ee8a9 100644
--- a/docs/reference/cli/server.md
+++ b/docs/reference/cli/server.md
@@ -1771,6 +1771,6 @@ Whether to inject Coder's MCP tools into intercepted AIBridge requests (requires
 | Type        | <code>duration</code>                  |
 | Environment | <code>$CODER_AIBRIDGE_RETENTION</code> |
 | YAML        | <code>aibridge.retention</code>        |
-| Default     | <code>1440h</code>                     |
+| Default     | <code>60d</code>                       |
 
 Length of time to retain data such as interceptions and all related records (token, prompt, tool use).
diff --git a/enterprise/cli/testdata/coder_server_--help.golden b/enterprise/cli/testdata/coder_server_--help.golden
index 944a78b656..9ce4bcaf7b 100644
--- a/enterprise/cli/testdata/coder_server_--help.golden
+++ b/enterprise/cli/testdata/coder_server_--help.golden
@@ -107,7 +107,7 @@ AIBRIDGE OPTIONS:
           See
           https://docs.claude.com/en/docs/claude-code/settings#environment-variables.
 
-      --aibridge-retention duration, $CODER_AIBRIDGE_RETENTION (default: 1440h)
+      --aibridge-retention duration, $CODER_AIBRIDGE_RETENTION (default: 60d)
           Length of time to retain data such as interceptions and all related
           records (token, prompt, tool use).
 
diff --git a/go.mod b/go.mod
index 44f3af9aed..b68aacf6a0 100644
--- a/go.mod
+++ b/go.mod
@@ -100,7 +100,7 @@ require (
 	github.com/coder/pretty v0.0.0-20230908205945-e89ba86370e0
 	github.com/coder/quartz v0.3.0
 	github.com/coder/retry v1.5.1
-	github.com/coder/serpent v0.11.0
+	github.com/coder/serpent v0.12.0
 	github.com/coder/terraform-provider-coder/v2 v2.13.1
 	github.com/coder/websocket v1.8.13
 	github.com/coder/wgtunnel v0.1.13-0.20240522110300-ade90dfb2da0
@@ -548,6 +548,7 @@ require (
 	github.com/ulikunitz/xz v0.5.15 // indirect
 	github.com/vektah/gqlparser/v2 v2.5.28 // indirect
 	github.com/wk8/go-ordered-map/v2 v2.1.8 // indirect
+	github.com/xhit/go-str2duration/v2 v2.1.0 // indirect
 	github.com/yosida95/uritemplate/v3 v3.0.2 // indirect
 	github.com/zeebo/xxh3 v1.0.2 // indirect
 	go.opentelemetry.io/contrib/detectors/gcp v1.37.0 // indirect
diff --git a/go.sum b/go.sum
index 1e734d004a..e95c7450d6 100644
--- a/go.sum
+++ b/go.sum
@@ -946,8 +946,8 @@ github.com/coder/quartz v0.3.0 h1:bUoSEJ77NBfKtUqv6CPSC0AS8dsjqAqqAv7bN02m1mg=
 github.com/coder/quartz v0.3.0/go.mod h1:BgE7DOj/8NfvRgvKw0jPLDQH/2Lya2kxcTaNJ8X0rZk=
 github.com/coder/retry v1.5.1 h1:iWu8YnD8YqHs3XwqrqsjoBTAVqT9ml6z9ViJ2wlMiqc=
 github.com/coder/retry v1.5.1/go.mod h1:blHMk9vs6LkoRT9ZHyuZo360cufXEhrxqvEzeMtRGoY=
-github.com/coder/serpent v0.11.0 h1:VKIIbBg0ManopqqDsutBGf7YYTUXsPQgBx//m1SJQ90=
-github.com/coder/serpent v0.11.0/go.mod h1:cZFW6/fP+kE9nd/oRkEHJpG6sXCtQ+AX7WMMEHv0Y3Q=
+github.com/coder/serpent v0.12.0 h1:fUu3qVjeRvVy3DB/C2EFFvOctm+f2HKyckyfA86O63Q=
+github.com/coder/serpent v0.12.0/go.mod h1:mPEpD8Cq106E0glBs5ROAAGoALLtD5HAAMVZmjf4zO0=
 github.com/coder/ssh v0.0.0-20231128192721-70855dedb788 h1:YoUSJ19E8AtuUFVYBpXuOD6a/zVP3rcxezNsoDseTUw=
 github.com/coder/ssh v0.0.0-20231128192721-70855dedb788/go.mod h1:aGQbuCLyhRLMzZF067xc84Lh7JDs1FKwCmF1Crl9dxQ=
 github.com/coder/tailscale v1.1.1-0.20250829055706-6eafe0f9199e h1:9RKGKzGLHtTvVBQublzDGtCtal3cXP13diCHoAIGPeI=
@@ -1913,6 +1913,8 @@ github.com/xeipuuv/gojsonreference v0.0.0-20180127040603-bd5ef7bd5415 h1:EzJWgHo
 github.com/xeipuuv/gojsonreference v0.0.0-20180127040603-bd5ef7bd5415/go.mod h1:GwrjFmJcFw6At/Gs6z4yjiIwzuJ1/+UwLxMQDVQXShQ=
 github.com/xeipuuv/gojsonschema v1.2.0 h1:LhYJRs+L4fBtjZUfuSZIKGeVu0QRy8e5Xi7D17UxZ74=
 github.com/xeipuuv/gojsonschema v1.2.0/go.mod h1:anYRn/JVcOK2ZgGU+IjEV4nwlhoK5sQluxsYJ78Id3Y=
+github.com/xhit/go-str2duration/v2 v2.1.0 h1:lxklc02Drh6ynqX+DdPyp5pCKLUQpRT8bp8Ydu2Bstc=
+github.com/xhit/go-str2duration/v2 v2.1.0/go.mod h1:ohY8p+0f07DiV6Em5LKB0s2YpLtXVyJfNt1+BlmyAsU=
 github.com/xi2/xz v0.0.0-20171230120015-48954b6210f8 h1:nIPpBwaJSVYIxUFsDv3M8ofmx9yWTog9BfvIu0q41lo=
 github.com/xi2/xz v0.0.0-20171230120015-48954b6210f8/go.mod h1:HUYIGzjTL3rfEspMxjDjgmT5uz5wzYJKVo23qUhYTos=
 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e h1:JVG44RsyaB9T2KIHavMF/ppJZNG9ZpyihvCd0w101no=