diff --git a/coderd/userauth_test.go b/coderd/userauth_test.go
index 4432710c28..f1adbfe869 100644
--- a/coderd/userauth_test.go
+++ b/coderd/userauth_test.go
@@ -19,6 +19,7 @@ import (
 	"github.com/stretchr/testify/require"
 	"golang.org/x/xerrors"
 
+	"cdr.dev/slog"
 	"cdr.dev/slog/sloggers/slogtest"
 	"github.com/coder/coder/v2/coderd"
 	"github.com/coder/coder/v2/coderd/audit"
@@ -30,6 +31,7 @@ import (
 	"github.com/coder/coder/v2/coderd/database/dbtestutil"
 	"github.com/coder/coder/v2/coderd/promoauth"
 	"github.com/coder/coder/v2/codersdk"
+	"github.com/coder/coder/v2/cryptorand"
 	"github.com/coder/coder/v2/testutil"
 )
 
@@ -742,202 +744,243 @@ func TestUserOIDC(t *testing.T) {
 		StatusCode          int
 		IgnoreEmailVerified bool
 		IgnoreUserInfo      bool
-	}{{
-		Name: "EmailOnly",
-		IDTokenClaims: jwt.MapClaims{
-			"email": "kyle@kwc.io",
+	}{
+		{
+			Name: "EmailOnly",
+			IDTokenClaims: jwt.MapClaims{
+				"email": "kyle@kwc.io",
+			},
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
+			Username:     "kyle",
 		},
-		AllowSignups: true,
-		StatusCode:   http.StatusOK,
-		Username:     "kyle",
-	}, {
-		Name: "EmailNotVerified",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@kwc.io",
-			"email_verified": false,
+		{
+			Name: "EmailNotVerified",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@kwc.io",
+				"email_verified": false,
+			},
+			AllowSignups: true,
+			StatusCode:   http.StatusForbidden,
 		},
-		AllowSignups: true,
-		StatusCode:   http.StatusForbidden,
-	}, {
-		Name: "EmailNotAString",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          3.14159,
-			"email_verified": false,
+		{
+			Name: "EmailNotAString",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          3.14159,
+				"email_verified": false,
+			},
+			AllowSignups: true,
+			StatusCode:   http.StatusBadRequest,
 		},
-		AllowSignups: true,
-		StatusCode:   http.StatusBadRequest,
-	}, {
-		Name: "EmailNotVerifiedIgnored",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@kwc.io",
-			"email_verified": false,
+		{
+			Name: "EmailNotVerifiedIgnored",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@kwc.io",
+				"email_verified": false,
+			},
+			AllowSignups:        true,
+			StatusCode:          http.StatusOK,
+			Username:            "kyle",
+			IgnoreEmailVerified: true,
 		},
-		AllowSignups:        true,
-		StatusCode:          http.StatusOK,
-		Username:            "kyle",
-		IgnoreEmailVerified: true,
-	}, {
-		Name: "NotInRequiredEmailDomain",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@kwc.io",
-			"email_verified": true,
+		{
+			Name: "NotInRequiredEmailDomain",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@kwc.io",
+				"email_verified": true,
+			},
+			AllowSignups: true,
+			EmailDomain: []string{
+				"coder.com",
+			},
+			StatusCode: http.StatusForbidden,
 		},
-		AllowSignups: true,
-		EmailDomain: []string{
-			"coder.com",
+		{
+			Name: "EmailDomainCaseInsensitive",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@KWC.io",
+				"email_verified": true,
+			},
+			AllowSignups: true,
+			EmailDomain: []string{
+				"kwc.io",
+			},
+			StatusCode: http.StatusOK,
 		},
-		StatusCode: http.StatusForbidden,
-	}, {
-		Name: "EmailDomainCaseInsensitive",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@KWC.io",
-			"email_verified": true,
+		{
+			Name: "EmailDomainSubset",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "colin@gmail.com",
+				"email_verified": true,
+			},
+			AllowSignups: true,
+			EmailDomain: []string{
+				"mail.com",
+			},
+			StatusCode: http.StatusForbidden,
 		},
-		AllowSignups: true,
-		EmailDomain: []string{
-			"kwc.io",
+		{
+			Name:          "EmptyClaims",
+			IDTokenClaims: jwt.MapClaims{},
+			AllowSignups:  true,
+			StatusCode:    http.StatusBadRequest,
 		},
-		StatusCode: http.StatusOK,
-	}, {
-		Name: "EmailDomainSubset",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "colin@gmail.com",
-			"email_verified": true,
+		{
+			Name: "NoSignups",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@kwc.io",
+				"email_verified": true,
+			},
+			StatusCode: http.StatusForbidden,
 		},
-		AllowSignups: true,
-		EmailDomain: []string{
-			"mail.com",
+		{
+			Name: "UsernameFromEmail",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@kwc.io",
+				"email_verified": true,
+			},
+			Username:     "kyle",
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
 		},
-		StatusCode: http.StatusForbidden,
-	}, {
-		Name:          "EmptyClaims",
-		IDTokenClaims: jwt.MapClaims{},
-		AllowSignups:  true,
-		StatusCode:    http.StatusBadRequest,
-	}, {
-		Name: "NoSignups",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@kwc.io",
-			"email_verified": true,
+		{
+			Name: "UsernameFromClaims",
+			IDTokenClaims: jwt.MapClaims{
+				"email":              "kyle@kwc.io",
+				"email_verified":     true,
+				"preferred_username": "hotdog",
+			},
+			Username:     "hotdog",
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
 		},
-		StatusCode: http.StatusForbidden,
-	}, {
-		Name: "UsernameFromEmail",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@kwc.io",
-			"email_verified": true,
+		{
+			// Services like Okta return the email as the username:
+			// https://developer.okta.com/docs/reference/api/oidc/#base-claims-always-present
+			Name: "UsernameAsEmail",
+			IDTokenClaims: jwt.MapClaims{
+				"email":              "kyle@kwc.io",
+				"email_verified":     true,
+				"preferred_username": "kyle@kwc.io",
+			},
+			Username:     "kyle",
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
 		},
-		Username:     "kyle",
-		AllowSignups: true,
-		StatusCode:   http.StatusOK,
-	}, {
-		Name: "UsernameFromClaims",
-		IDTokenClaims: jwt.MapClaims{
-			"email":              "kyle@kwc.io",
-			"email_verified":     true,
-			"preferred_username": "hotdog",
+		{
+			// See: https://github.com/coder/coder/issues/4472
+			Name: "UsernameIsEmail",
+			IDTokenClaims: jwt.MapClaims{
+				"preferred_username": "kyle@kwc.io",
+			},
+			Username:     "kyle",
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
 		},
-		Username:     "hotdog",
-		AllowSignups: true,
-		StatusCode:   http.StatusOK,
-	}, {
-		// Services like Okta return the email as the username:
-		// https://developer.okta.com/docs/reference/api/oidc/#base-claims-always-present
-		Name: "UsernameAsEmail",
-		IDTokenClaims: jwt.MapClaims{
-			"email":              "kyle@kwc.io",
-			"email_verified":     true,
-			"preferred_username": "kyle@kwc.io",
+		{
+			Name: "WithPicture",
+			IDTokenClaims: jwt.MapClaims{
+				"email":              "kyle@kwc.io",
+				"email_verified":     true,
+				"preferred_username": "kyle",
+				"picture":            "/example.png",
+			},
+			Username:     "kyle",
+			AllowSignups: true,
+			AvatarURL:    "/example.png",
+			StatusCode:   http.StatusOK,
 		},
-		Username:     "kyle",
-		AllowSignups: true,
-		StatusCode:   http.StatusOK,
-	}, {
-		// See: https://github.com/coder/coder/issues/4472
-		Name: "UsernameIsEmail",
-		IDTokenClaims: jwt.MapClaims{
-			"preferred_username": "kyle@kwc.io",
+		{
+			Name: "WithUserInfoClaims",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "kyle@kwc.io",
+				"email_verified": true,
+			},
+			UserInfoClaims: jwt.MapClaims{
+				"preferred_username": "potato",
+				"picture":            "/example.png",
+			},
+			Username:     "potato",
+			AllowSignups: true,
+			AvatarURL:    "/example.png",
+			StatusCode:   http.StatusOK,
 		},
-		Username:     "kyle",
-		AllowSignups: true,
-		StatusCode:   http.StatusOK,
-	}, {
-		Name: "WithPicture",
-		IDTokenClaims: jwt.MapClaims{
-			"email":              "kyle@kwc.io",
-			"email_verified":     true,
-			"preferred_username": "kyle",
-			"picture":            "/example.png",
+		{
+			Name: "GroupsDoesNothing",
+			IDTokenClaims: jwt.MapClaims{
+				"email":  "coolin@coder.com",
+				"groups": []string{"pingpong"},
+			},
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
 		},
-		Username:     "kyle",
-		AllowSignups: true,
-		AvatarURL:    "/example.png",
-		StatusCode:   http.StatusOK,
-	}, {
-		Name: "WithUserInfoClaims",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "kyle@kwc.io",
-			"email_verified": true,
+		{
+			Name: "UserInfoOverridesIDTokenClaims",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "internaluser@internal.domain",
+				"email_verified": false,
+			},
+			UserInfoClaims: jwt.MapClaims{
+				"email":              "externaluser@external.domain",
+				"email_verified":     true,
+				"preferred_username": "user",
+			},
+			Username:            "user",
+			AllowSignups:        true,
+			IgnoreEmailVerified: false,
+			StatusCode:          http.StatusOK,
 		},
-		UserInfoClaims: jwt.MapClaims{
-			"preferred_username": "potato",
-			"picture":            "/example.png",
+		{
+			Name: "InvalidUserInfo",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "internaluser@internal.domain",
+				"email_verified": false,
+			},
+			UserInfoClaims: jwt.MapClaims{
+				"email": 1,
+			},
+			AllowSignups:        true,
+			IgnoreEmailVerified: false,
+			StatusCode:          http.StatusInternalServerError,
 		},
-		Username:     "potato",
-		AllowSignups: true,
-		AvatarURL:    "/example.png",
-		StatusCode:   http.StatusOK,
-	}, {
-		Name: "GroupsDoesNothing",
-		IDTokenClaims: jwt.MapClaims{
-			"email":  "coolin@coder.com",
-			"groups": []string{"pingpong"},
+		{
+			Name: "IgnoreUserInfo",
+			IDTokenClaims: jwt.MapClaims{
+				"email":              "user@internal.domain",
+				"email_verified":     true,
+				"preferred_username": "user",
+			},
+			UserInfoClaims: jwt.MapClaims{
+				"email":              "user.mcname@external.domain",
+				"preferred_username": "Mr. User McName",
+			},
+			Username:       "user",
+			IgnoreUserInfo: true,
+			AllowSignups:   true,
+			StatusCode:     http.StatusOK,
 		},
-		AllowSignups: true,
-		StatusCode:   http.StatusOK,
-	}, {
-		Name: "UserInfoOverridesIDTokenClaims",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "internaluser@internal.domain",
-			"email_verified": false,
+		{
+			Name: "HugeIDToken",
+			IDTokenClaims: inflateClaims(t, jwt.MapClaims{
+				"email":          "user@domain.tld",
+				"email_verified": true,
+			}, 65536),
+			Username:     "user",
+			AllowSignups: true,
+			StatusCode:   http.StatusOK,
 		},
-		UserInfoClaims: jwt.MapClaims{
-			"email":              "externaluser@external.domain",
-			"email_verified":     true,
-			"preferred_username": "user",
+		{
+			Name: "HugeClaims",
+			IDTokenClaims: jwt.MapClaims{
+				"email":          "user@domain.tld",
+				"email_verified": true,
+			},
+			UserInfoClaims: inflateClaims(t, jwt.MapClaims{}, 65536),
+			Username:       "user",
+			AllowSignups:   true,
+			StatusCode:     http.StatusOK,
 		},
-		Username:            "user",
-		AllowSignups:        true,
-		IgnoreEmailVerified: false,
-		StatusCode:          http.StatusOK,
-	}, {
-		Name: "InvalidUserInfo",
-		IDTokenClaims: jwt.MapClaims{
-			"email":          "internaluser@internal.domain",
-			"email_verified": false,
-		},
-		UserInfoClaims: jwt.MapClaims{
-			"email": 1,
-		},
-		AllowSignups:        true,
-		IgnoreEmailVerified: false,
-		StatusCode:          http.StatusInternalServerError,
-	}, {
-		Name: "IgnoreUserInfo",
-		IDTokenClaims: jwt.MapClaims{
-			"email":              "user@internal.domain",
-			"email_verified":     true,
-			"preferred_username": "user",
-		},
-		UserInfoClaims: jwt.MapClaims{
-			"email":              "user.mcname@external.domain",
-			"preferred_username": "Mr. User McName",
-		},
-		Username:       "user",
-		IgnoreUserInfo: true,
-		AllowSignups:   true,
-		StatusCode:     http.StatusOK,
-	}} {
+	} {
 		tc := tc
 		t.Run(tc.Name, func(t *testing.T) {
 			t.Parallel()
@@ -956,7 +999,7 @@ func TestUserOIDC(t *testing.T) {
 			})
 
 			auditor := audit.NewMock()
-			logger := slogtest.Make(t, &slogtest.Options{IgnoreErrors: true})
+			logger := slogtest.Make(t, &slogtest.Options{IgnoreErrors: true}).Leveled(slog.LevelDebug)
 			owner := coderdtest.New(t, &coderdtest.Options{
 				Auditor:    auditor,
 				OIDCConfig: cfg,
@@ -1287,3 +1330,13 @@ func authCookieValue(cookies []*http.Cookie) string {
 	}
 	return ""
 }
+
+// inflateClaims 'inflates' a jwt.MapClaims from a seed by
+// adding a ridiculously large key-value pair of length size.
+func inflateClaims(t testing.TB, seed jwt.MapClaims, size int) jwt.MapClaims {
+	t.Helper()
+	junk, err := cryptorand.String(size)
+	require.NoError(t, err)
+	seed["random_data"] = junk
+	return seed
+}