Gate forwarded-header trust behind trusted-proxy config (closes #88)

Every rate limiter keyed on httprate.KeyByRealIP, which believes
True-Client-IP, X-Real-IP and the first X-Forwarded-For entry from
any peer. A client could therefore mint a fresh bucket per request
by rotating a spoofed header, or drain another client's bucket by
claiming its address, which left the receiver, login and password
change limits with no value against a deliberate attacker.

The receiver, login and password change limiters now share one key
function: the connection's own address, unless the direct peer is
inside a network listed in the new TRUSTED_PROXIES CIDR list, in
which case the forwarded client address is used. The list is empty
by default, so nothing is trusted until an operator names their
proxy; a set-but-unparseable value aborts startup, matching the
handling of the other parsed variables.

X-Forwarded-For is the only forwarded header read, from any peer.
Reverse proxies append to it but pass other client headers through
verbatim, so believing a single-valued X-Real-IP or True-Client-IP
would hand a client behind the trusted proxy a fresh bucket per
request - the same bypass, inside the deployment TRUSTED_PROXIES
exists to serve. Within a trusted request the chain is walked right
to left, since the rightmost entry is the one the nearest proxy
appended, and the first hop that is not itself a trusted proxy is
taken as the client. A hop that is not a bare address - ip:port, a
bracketed IPv6 literal, the token unknown - ends the walk and the
peer address is used, rather than continuing left into entries the
client controls.

Trusted-proxy prefixes written in IPv4-mapped form are unmapped at
parse time, since peer addresses are unmapped before matching and
such a prefix would otherwise silently never match.

Also folds in two cleanups from the same review: the 429 responder
shared by all three limiters is extracted, and the
RECEIVER_RATE_LIMIT error-path tests now assert that the failure
names the variable and wraps ErrNonPositiveValue rather than only
that some error occurred.

README.md

@@ -95,6 +95,50 @@ TTY detection, and security headers are always applied.
 | `SENTRY_DSN`            | Sentry error reporting DSN          | `""`     |
 | `SESSION_IDLE_TIMEOUT`  | Idle session timeout (Go duration)  | `24h`    |
 | `RECEIVER_RATE_LIMIT`   | Receiver requests/minute per IP per entrypoint | `120` |
+| `TRUSTED_PROXIES`       | CIDRs whose forwarded headers are trusted | `""` (none) |
+
+#### Trusted proxies
+
+`TRUSTED_PROXIES` is a comma-separated list of CIDR blocks (a bare
+address such as `10.0.0.1` is accepted and treated as a single host),
+for example `10.0.0.0/8, 192.168.1.7, 2001:db8::/32`. It decides whose
+`X-Forwarded-For` header the rate limiters believe.
+
+`X-Forwarded-For` is honoured **only** when the connecting peer is
+inside one of these blocks; for every other peer the client identity is
+the connection's own address and the header is ignored. The default is
+the empty list, which trusts nobody — anything else would let any
+client pick its own rate limit bucket, minting a fresh one per request
+or draining someone else's. Set it to the address of your reverse
+proxy, and to nothing wider. A set but unparseable value aborts
+startup.
+
+`X-Real-IP` and `True-Client-IP` are **never** read, from any peer.
+Reverse proxies append to `X-Forwarded-For` but forward other client
+headers verbatim, so a single-valued header is client-controlled even
+behind a trusted proxy.
+
+Within a trusted request, `X-Forwarded-For` is read right to left,
+because the rightmost entry is the one the nearest proxy appended and
+everything left of it may have been written by the client. The first
+hop that is not itself a trusted proxy is taken as the client. A hop
+that is not a bare IP address — `ip:port`, a bracketed IPv6 literal,
+the token `unknown` — ends the walk and the peer address is used
+instead, since past such an entry the chain is not the shape assumed
+here.
+
+Two operator requirements follow:
+
+- Your proxy must **append** the peer address to `X-Forwarded-For`
+  (nginx `$proxy_add_x_forwarded_for`, HAProxy `option forwardfor`,
+  Caddy and AWS ALB by default), and must append a bare address with
+  no port.
+- Keep the list narrow. A client whose own address falls inside a
+  broad block such as `10.0.0.0/8` is treated as a proxy: its address
+  is skipped during the walk, so it shares the bucket of whatever lies
+  further left rather than getting one of its own. That is safe — the
+  block is trusted by definition — but surprising if the block covers
+  ordinary clients as well as proxies.
 
 Sessions are bounded by two independent clocks, and end at whichever
 one runs out first:
@@ -124,8 +168,9 @@ fatal configuration error: webhooker logs the offending variable and
 its value and refuses to start, rather than silently running with a
 substituted default. `PORT=eighty`, `DEBUG=ture`, and
 `RETENTION_SWEEP_INTERVAL=1 hour` all abort startup. `PORT` must
-additionally be a number in the range 1–65535, and
-`RECEIVER_RATE_LIMIT` must be at least 1.
+additionally be a number in the range 1–65535,
+`RECEIVER_RATE_LIMIT` must be at least 1, and every entry in
+`TRUSTED_PROXIES` must be a CIDR block or a bare IP address.
 
 Boolean variables (`DEBUG`, `MAINTENANCE_MODE`) accept exactly the
 spellings Go's `strconv.ParseBool` accepts — `1`, `t`, `T`, `TRUE`,
@@ -802,6 +847,16 @@ legitimate webhook senders). Requests over the limit receive HTTP 429
 with a `Retry-After` header. A set-but-invalid `RECEIVER_RATE_LIMIT`
 value aborts startup rather than silently falling back to the default.
 
+Every limiter here — receiver, login, and password change — identifies
+the client the same way, through one shared key function: the
+connection's own address, unless the peer is listed in
+`TRUSTED_PROXIES`, in which case the forwarded client address is used
+instead. See [Trusted proxies](#trusted-proxies). Deployed without that
+variable set, a client behind a reverse proxy shares one bucket with
+every other client behind the same proxy, which is the safe direction
+to be wrong in: set `TRUSTED_PROXIES` to the proxy's address to get
+per-client limits back.
+
 Finer-grained per-webhook rate limits (configured in the web UI and
 enforced in the webhook handler) can layer on top of this env-level
 abuse limit later; they are tracked as future work.

internal/config/config.go

@@ -5,8 +5,10 @@ import (
 	"errors"
 	"fmt"
 	"log/slog"
+	"net/netip"
 	"os"
 	"strconv"
+	"strings"
 	"time"
 
 	"go.uber.org/fx"
@@ -45,6 +47,11 @@ const (
 	// maxPort is the highest valid TCP port number. The lower
 	// bound (at least 1) is enforced by envPositiveInt.
 	maxPort = 65535
+
+	// mappedV4Offset is the number of leading bits an IPv4-mapped
+	// IPv6 prefix spends on the ::ffff:0:0/96 wrapper, so a /104
+	// covers the same addresses as an IPv4 /8.
+	mappedV4Offset = 96
 )
 
 // ErrInvalidEnvironment is returned when WEBHOOKER_ENVIRONMENT
@@ -59,6 +66,11 @@ var ErrNonPositiveValue = errors.New("value must be positive")
 // TCP port number is set above the valid port range.
 var ErrInvalidPort = errors.New("invalid port")
 
+// ErrInvalidCIDR is returned when an environment variable holding a
+// list of CIDR blocks contains an entry that is neither a CIDR block
+// nor a bare IP address.
+var ErrInvalidCIDR = errors.New("invalid CIDR")
+
 //nolint:revive // ConfigParams is a standard fx naming convention.
 type ConfigParams struct {
 	fx.In
@@ -90,6 +102,14 @@ type Config struct {
 	// client IP may send to a single webhook receiver entrypoint.
 	ReceiverRateLimit int
 
+	// TrustedProxies is the set of networks whose members are
+	// allowed to speak for the client with forwarded headers
+	// (X-Forwarded-For, X-Real-IP, True-Client-IP). It is empty
+	// unless TRUSTED_PROXIES is set, and empty means no peer is
+	// trusted: forwarded headers are then ignored entirely and
+	// clients are identified by the connection's own address.
+	TrustedProxies []netip.Prefix
+
 	params *ConfigParams
 	log    *slog.Logger
 }
@@ -212,6 +232,71 @@ func envDuration(
 	return d, nil
 }
 
+// parseCIDR parses one trusted-proxy list entry, which may be a
+// CIDR block ("10.0.0.0/8") or a bare address ("10.0.0.1", treated
+// as a single-host block).
+//
+// Both forms are unmapped, because peer addresses are unmapped
+// before they are matched against the list: an IPv4-mapped prefix
+// left in that form would silently never match.
+func parseCIDR(entry string) (netip.Prefix, error) {
+	if strings.Contains(entry, "/") {
+		prefix, err := netip.ParsePrefix(entry)
+		if err != nil {
+			return netip.Prefix{}, err //nolint:wrapcheck // wrapped by caller
+		}
+
+		if addr := prefix.Addr(); addr.Is4In6() &&
+			prefix.Bits() >= mappedV4Offset {
+			prefix = netip.PrefixFrom(
+				addr.Unmap(), prefix.Bits()-mappedV4Offset,
+			)
+		}
+
+		return prefix.Masked(), nil
+	}
+
+	addr, err := netip.ParseAddr(entry)
+	if err != nil {
+		return netip.Prefix{}, err //nolint:wrapcheck // wrapped by caller
+	}
+
+	return netip.PrefixFrom(addr.Unmap(), addr.Unmap().BitLen()), nil
+}
+
+// envPrefixList returns the value of the named environment variable
+// parsed as a comma-separated list of CIDR blocks (bare addresses
+// allowed). An unset, empty, or blank value yields an empty list. A
+// set value containing an unparseable entry is a hard error naming
+// the key and the bad entry, so startup fails loudly rather than
+// silently running with a list the operator did not intend.
+func envPrefixList(key string) ([]netip.Prefix, error) {
+	v := strings.TrimSpace(os.Getenv(key))
+	if v == "" {
+		return nil, nil
+	}
+
+	var prefixes []netip.Prefix
+
+	for entry := range strings.SplitSeq(v, ",") {
+		entry = strings.TrimSpace(entry)
+		if entry == "" {
+			continue
+		}
+
+		prefix, err := parseCIDR(entry)
+		if err != nil {
+			return nil, fmt.Errorf(
+				"%w: %s: %q: %w", ErrInvalidCIDR, key, entry, err,
+			)
+		}
+
+		prefixes = append(prefixes, prefix)
+	}
+
+	return prefixes, nil
+}
+
 // resolveEnvironment reads WEBHOOKER_ENVIRONMENT, defaulting to
 // dev, and rejects unrecognised values.
 func resolveEnvironment() (string, error) {
@@ -282,6 +367,11 @@ func loadFromEnv() (*Config, error) {
 		return nil, err
 	}
 
+	trustedProxies, err := envPrefixList("TRUSTED_PROXIES")
+	if err != nil {
+		return nil, err
+	}
+
 	return &Config{
 		DataDir:                envString("DATA_DIR"),
 		Debug:                  debug,
@@ -294,6 +384,7 @@ func loadFromEnv() (*Config, error) {
 		RetentionSweepInterval: retentionSweepInterval,
 		SessionIdleTimeout:     sessionIdleTimeout,
 		ReceiverRateLimit:      receiverRateLimit,
+		TrustedProxies:         trustedProxies,
 	}, nil
 }
 
@@ -335,6 +426,7 @@ func New(lc fx.Lifecycle, params ConfigParams) (*Config, error) {
 		"dataDir", s.DataDir,
 		"retentionSweepInterval", s.RetentionSweepInterval.String(),
 		"receiverRateLimit", s.ReceiverRateLimit,
+		"trustedProxies", len(s.TrustedProxies),
 		"hasSentryDSN", s.SentryDSN != "",
 		"hasMetricsAuth",
 		s.MetricsUsername != "" && s.MetricsPassword != "",

internal/config/config_test.go

@@ -20,6 +20,10 @@ const (
 	caseUnsetUsesDefault = "unset uses default"
 	caseValidValueParsed = "valid value is parsed"
 	caseUnparseableFails = "unparseable value fails startup"
+
+	// cidrPrivateV4 is the sample trusted-proxy block the
+	// TRUSTED_PROXIES cases are built from.
+	cidrPrivateV4 = "10.0.0.0/8"
 )
 
 func TestEnvironmentConfig(t *testing.T) {
@@ -179,9 +183,10 @@ func TestRetentionSweepInterval(t *testing.T) {
 	}
 }
 
-// expectStartupError asserts that fx refuses to build the app,
-// which is what a set-but-invalid environment value must cause.
-func expectStartupError(t *testing.T) {
+// startupError builds the app config.New belongs to and returns
+// the error fx reports, which is non-nil whenever an environment
+// value is set but invalid.
+func startupError(t *testing.T) error {
 	t.Helper()
 
 	var cfg *config.Config
@@ -196,7 +201,33 @@ func expectStartupError(t *testing.T) {
 		fx.Populate(&cfg),
 	)
 
-	assert.Error(t, app.Err())
+	return app.Err()
+}
+
+// expectStartupError asserts that fx refuses to build the app,
+// which is what a set-but-invalid environment value must cause.
+func expectStartupError(t *testing.T) {
+	t.Helper()
+
+	assert.Error(t, startupError(t))
+}
+
+// expectStartupErrorFor asserts that startup fails, that the error
+// names the offending variable so an operator can find it, and,
+// when sentinel is non-nil, that it wraps that sentinel.
+func expectStartupErrorFor(
+	t *testing.T,
+	key string,
+	sentinel error,
+) {
+	t.Helper()
+
+	err := startupError(t)
+	require.ErrorContains(t, err, key)
+
+	if sentinel != nil {
+		require.ErrorIs(t, err, sentinel)
+	}
 }
 
 func testRetentionSweepIntervalSuccess(
@@ -351,6 +382,10 @@ func TestReceiverRateLimit(t *testing.T) {
 		set         bool
 		value       string
 		expectError bool
+		// sentinel, when set, must be wrapped by the startup
+		// error; every error case must additionally name the
+		// variable in its message.
+		sentinel error
 		expected int
 	}{
 		{
@@ -375,12 +410,14 @@ func TestReceiverRateLimit(t *testing.T) {
 			set:         true,
 			value:       "0",
 			expectError: true,
+			sentinel:    config.ErrNonPositiveValue,
 		},
 		{
 			name:        "negative fails startup",
 			set:         true,
 			value:       "-5",
 			expectError: true,
+			sentinel:    config.ErrNonPositiveValue,
 		},
 	}
 
@@ -399,7 +436,9 @@ func TestReceiverRateLimit(t *testing.T) {
 			}
 
 			if tt.expectError {
-				expectStartupError(t)
+				expectStartupErrorFor(
+					t, "RECEIVER_RATE_LIMIT", tt.sentinel,
+				)
 			} else {
 				testReceiverRateLimitSuccess(t, tt.expected)
 			}
@@ -432,3 +471,116 @@ func testReceiverRateLimitSuccess(
 
 	assert.Equal(t, expected, cfg.ReceiverRateLimit)
 }
+
+func TestTrustedProxies(t *testing.T) {
+	tests := []struct {
+		name        string
+		set         bool
+		value       string
+		expectError bool
+		expected    []string
+	}{
+		{
+			// The default must be "trust nobody": an empty list
+			// means forwarded headers are ignored, never that
+			// every peer may speak for the client.
+			name:     caseUnsetUsesDefault,
+			set:      false,
+			expected: []string{},
+		},
+		{
+			name:     "blank value trusts nothing",
+			set:      true,
+			value:    "  ",
+			expected: []string{},
+		},
+		{
+			name:  caseValidValueParsed,
+			set:   true,
+			value: cidrPrivateV4 + ", 192.168.1.7 ,2001:db8::/32",
+			expected: []string{
+				cidrPrivateV4, "192.168.1.7/32", "2001:db8::/32",
+			},
+		},
+		{
+			name:     "host bits are masked off",
+			set:      true,
+			value:    "10.1.2.3/8",
+			expected: []string{cidrPrivateV4},
+		},
+		{
+			// Peer addresses are unmapped before they are
+			// matched, so an IPv4-mapped prefix kept in that
+			// form could never match anything.
+			name:     "IPv4-mapped prefix is unmapped",
+			set:      true,
+			value:    "::ffff:10.0.0.0/104",
+			expected: []string{cidrPrivateV4},
+		},
+		{
+			name:        caseUnparseableFails,
+			set:         true,
+			value:       cidrPrivateV4 + ",not-an-address",
+			expectError: true,
+		},
+		{
+			name:        "out-of-range prefix length fails startup",
+			set:         true,
+			value:       "10.0.0.0/33",
+			expectError: true,
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			// Cannot use t.Parallel() here because t.Setenv
+			// is incompatible with parallel subtests.
+			t.Setenv("WEBHOOKER_ENVIRONMENT", "dev")
+
+			if tt.set {
+				t.Setenv("TRUSTED_PROXIES", tt.value)
+			} else {
+				require.NoError(t, os.Unsetenv("TRUSTED_PROXIES"))
+			}
+
+			if tt.expectError {
+				expectStartupErrorFor(
+					t, "TRUSTED_PROXIES", config.ErrInvalidCIDR,
+				)
+			} else {
+				testTrustedProxiesSuccess(t, tt.expected)
+			}
+		})
+	}
+}
+
+func testTrustedProxiesSuccess(
+	t *testing.T,
+	expected []string,
+) {
+	t.Helper()
+
+	var cfg *config.Config
+
+	app := fxtest.New(
+		t,
+		fx.Provide(
+			globals.New,
+			logger.New,
+			config.New,
+		),
+		fx.Populate(&cfg),
+	)
+	require.NoError(t, app.Err())
+
+	app.RequireStart()
+
+	defer app.RequireStop()
+
+	got := make([]string, 0, len(cfg.TrustedProxies))
+	for _, prefix := range cfg.TrustedProxies {
+		got = append(got, prefix.String())
+	}
+
+	assert.Equal(t, expected, got)
+}

internal/delivery/ssrf.go

@@ -92,7 +92,12 @@ func ValidateTargetURL(
 ) error {
 	parsed, err := url.Parse(targetURL)
 	if err != nil {
-		return fmt.Errorf("invalid URL: %w", err)
+		// url.Parse embeds the whole URL in its error, and
+		// this one is logged and shown; mask it. Every other
+		// branch below reports only the hostname.
+		return fmt.Errorf(
+			"invalid URL: %w", maskURLError(err),
+		)
 	}
 
 	err = validateScheme(parsed.Scheme)

internal/delivery/target_config_view.go

@@ -3,7 +3,6 @@ package delivery
 import (
 	"encoding/json"
 	"fmt"
-	"net/url"
 	"strconv"
 
 	"sneak.berlin/go/webhooker/internal/database"
@@ -17,9 +16,6 @@ import (
 // browser history, screenshots and screen shares.
 const configUnavailable = "(unavailable)"
 
-// urlPathElision stands in for a URL's elided path.
-const urlPathElision = "/..."
-
 // ConfigField is one labelled, display-safe value derived
 // from a target's stored configuration.
 type ConfigField struct {
@@ -202,23 +198,5 @@ func databaseConfigFields(configJSON string) []ConfigField {
 // parse into a scheme and host yields the neutral
 // placeholder, never the raw string.
 func (c *SlackTargetConfig) MaskedWebhookURL() string {
-	return maskURL(c.WebhookURL)
-}
-
-// maskURL renders a URL as scheme plus host with everything
-// that can carry a secret removed.
-func maskURL(raw string) string {
-	parsed, err := url.Parse(raw)
-	if err != nil || parsed.Scheme == "" ||
-		parsed.Host == "" {
-		return configUnavailable
-	}
-
-	masked := parsed.Scheme + "://" + parsed.Host
-
-	if parsed.Path != "" && parsed.Path != "/" {
-		masked += urlPathElision
-	}
-
-	return masked
+	return MaskURL(c.WebhookURL)
 }

internal/delivery/target_http.go

@@ -363,7 +363,8 @@ func (t *httpTarget) doHTTPRequest(
 	)
 	if reqErr != nil {
 		return 0, "", 0, fmt.Errorf(
-			"creating request: %w", reqErr,
+			"creating request: %w",
+			maskURLError(reqErr),
 		)
 	}
 
@@ -492,8 +493,19 @@ func applyRequestHeaders(
 // executeHTTPRequest sends an HTTP request using the provided
 // client. URLs are validated by the config parsers and the
 // SSRF-safe transport before reaching here.
+//
+// Transport failures are masked here, at the single point
+// where every target's request errors are born, because the
+// caller stores them in DeliveryResult.Error: an unmasked
+// *url.Error would write the target URL — the credential for
+// a Slack incoming webhook — into the per-webhook database.
 func executeHTTPRequest(
 	client *http.Client, req *http.Request,
 ) (*http.Response, error) {
-	return client.Do(req) //#nosec G704 -- validated URL, SSRF-safe transport
+	resp, err := client.Do(req) //#nosec G704 -- validated URL, SSRF-safe transport
+	if err != nil {
+		return nil, maskURLError(err)
+	}
+
+	return resp, nil
 }

internal/delivery/target_slack.go

@@ -125,7 +125,7 @@ func (t *slackTarget) attempt(
 	if err != nil {
 		return attemptResult{
 			success: false,
-			errMsg:  err.Error(),
+			errMsg:  maskURLError(err).Error(),
 		}
 	}
 

internal/delivery/url_mask.go

@@ -0,0 +1,61 @@
+package delivery
+
+import (
+	"errors"
+	"net/url"
+)
+
+// urlPathElision stands in for a URL's elided path.
+const urlPathElision = "/..."
+
+// MaskURL renders a URL as scheme plus host with everything
+// that can carry a secret removed. A delivery target URL is
+// itself a credential — a Slack incoming webhook URL is a
+// bearer token — so the path, query and userinfo are never
+// reproduced, in a page, a log line or a stored error. A URL
+// that does not parse into a scheme and host yields the
+// neutral placeholder, never the raw string.
+func MaskURL(raw string) string {
+	parsed, err := url.Parse(raw)
+	if err != nil || parsed.Scheme == "" ||
+		parsed.Host == "" {
+		return configUnavailable
+	}
+
+	masked := parsed.Scheme + "://" + parsed.Host
+
+	if parsed.Path != "" && parsed.Path != "/" {
+		masked += urlPathElision
+	}
+
+	return masked
+}
+
+// maskURLError strips the credential from an error raised
+// against a request URL. The net/http and net/url packages
+// embed the full request URL in every *url.Error they return,
+// so an unmodified transport error persisted into
+// DeliveryResult.Error writes the credential to disk.
+//
+// The masked error keeps the operation and the wrapped cause,
+// so a DNS failure still reads differently from a refused
+// connection, a TLS handshake failure or a timeout, and Is,
+// As, Timeout and Temporary keep working on it. Only the
+// path, query and userinfo of the URL are dropped. Errors
+// that carry no URL are returned unchanged.
+//
+// Call it where the error is raised, before any wrapping: it
+// replaces the *url.Error itself, so any context wrapped
+// around it first would be discarded.
+func maskURLError(err error) error {
+	var urlErr *url.Error
+	if !errors.As(err, &urlErr) {
+		return err
+	}
+
+	return &url.Error{
+		Op:  urlErr.Op,
+		URL: MaskURL(urlErr.URL),
+		Err: urlErr.Err,
+	}
+}

internal/delivery/url_mask_test.go

@@ -0,0 +1,196 @@
+package delivery_test
+
+import (
+	"context"
+	"encoding/json"
+	"net/http"
+	"net/http/httptest"
+	"testing"
+
+	"github.com/google/uuid"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
+	"gorm.io/gorm"
+	"sneak.berlin/go/webhooker/internal/database"
+	"sneak.berlin/go/webhooker/internal/delivery"
+)
+
+// The path of a Slack incoming webhook URL is the credential:
+// whoever holds these segments can post to the channel
+// forever. None of them may reach a stored delivery error,
+// which lives on disk in the per-webhook database and is
+// serialized by the JSON tag on DeliveryResult.Error.
+const (
+	maskSecretPath = "/services/T00000000/B00000000/" +
+		"XXXXXXXXXXXXXXXXXXXXXXXX"
+)
+
+// assertNoCredential fails if the whole path or any single
+// segment of it survived into the message, so a partial leak
+// fails the test too.
+func assertNoCredential(t *testing.T, msg string) {
+	t.Helper()
+
+	segments := []string{
+		maskSecretPath,
+		"services",
+		"T00000000",
+		"B00000000",
+		"XXXXXXXXXXXXXXXXXXXXXXXX",
+	}
+
+	for _, segment := range segments {
+		assert.NotContains(t, msg, segment)
+	}
+}
+
+// storedDeliveryError returns the error string persisted for a
+// delivery, which is what an operator and any future API read.
+func storedDeliveryError(
+	t *testing.T, db *gorm.DB, deliveryID string,
+) string {
+	t.Helper()
+
+	var result database.DeliveryResult
+
+	require.NoError(t, db.Where(
+		"delivery_id = ?", deliveryID,
+	).First(&result).Error)
+
+	return result.Error
+}
+
+// deliverSlackTo runs a Slack delivery against webhookURL and
+// returns the error string it persisted.
+func deliverSlackTo(
+	t *testing.T, webhookURL string,
+) string {
+	t.Helper()
+
+	db := testWebhookDB(t)
+	e := testEngine(t, 1)
+	targetID := uuid.New().String()
+
+	slackCfg, err := json.Marshal(
+		delivery.SlackTargetConfig{
+			WebhookURL: webhookURL,
+		},
+	)
+	require.NoError(t, err)
+
+	event := seedEvent(t, db, `{"test":true}`)
+
+	dlv := seedDelivery(
+		t, db, event.ID, targetID,
+		database.DeliveryStatusPending,
+	)
+
+	d := buildSlackDelivery(
+		dlv, event, targetID,
+		"test-slack-mask", string(slackCfg),
+	)
+
+	e.ExportDeliverSlack(context.TODO(), db, d)
+
+	assertDeliveryStatus(t, db, dlv.ID,
+		database.DeliveryStatusFailed,
+	)
+
+	return storedDeliveryError(t, db, dlv.ID)
+}
+
+// TestDeliverSlack_TransportErrorMasksWebhookURL is the
+// load-bearing regression test: a transport failure must not
+// persist the webhook URL's credential into the database, and
+// must still say what went wrong and where.
+func TestDeliverSlack_TransportErrorMasksWebhookURL(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	// A server closed before use gives a deterministic
+	// transport failure against a known host.
+	ts := httptest.NewServer(http.NewServeMux())
+	host := ts.URL
+
+	ts.Close()
+
+	errMsg := deliverSlackTo(t, host+maskSecretPath)
+
+	require.NotEmpty(t, errMsg)
+	assertNoCredential(t, errMsg)
+
+	// The diagnostic value survives: the operation, the host
+	// and the transport failure are all still reported, and
+	// only the path is elided.
+	assert.Contains(t, errMsg, "sending request")
+	assert.Contains(t, errMsg, "Post")
+	assert.Contains(t, errMsg, host+"/...")
+	assert.Contains(t, errMsg, "connection refused")
+}
+
+// TestDeliverSlack_UnparsableURLMasksWebhookURL covers the
+// other error path out of a Slack attempt: url.Parse also
+// embeds the whole URL in the error it returns.
+func TestDeliverSlack_UnparsableURLMasksWebhookURL(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	errMsg := deliverSlackTo(
+		t,
+		"https://hooks.slack.com"+maskSecretPath+"\n",
+	)
+
+	require.NotEmpty(t, errMsg)
+	assertNoCredential(t, errMsg)
+	assert.Contains(t, errMsg, "invalid control character")
+}
+
+// TestDoHTTPRequest_TransportErrorMasksURL proves the HTTP
+// target's transport errors are masked too; its destination
+// URL can carry a token in a query string.
+func TestDoHTTPRequest_TransportErrorMasksURL(t *testing.T) {
+	t.Parallel()
+
+	ts := httptest.NewServer(http.NewServeMux())
+	host := ts.URL
+
+	ts.Close()
+
+	e := testEngine(t, 1)
+
+	cfg, err := e.ExportParseHTTPConfig(
+		newHTTPTargetConfig(host + maskSecretPath),
+	)
+	require.NoError(t, err)
+
+	statusCode, _, _, reqErr := e.ExportDoHTTPRequest(
+		context.TODO(), cfg,
+		&database.Event{Body: `{"test":true}`},
+	)
+	require.Error(t, reqErr)
+	assert.Zero(t, statusCode)
+
+	assertNoCredential(t, reqErr.Error())
+	assert.Contains(t, reqErr.Error(), host+"/...")
+	assert.Contains(
+		t, reqErr.Error(), "connection refused",
+	)
+}
+
+// TestValidateTargetURL_UnparsableURLIsMasked proves the SSRF
+// validator's error does not carry the submitted URL, which
+// the handler both logs and shows.
+func TestValidateTargetURL_UnparsableURLIsMasked(t *testing.T) {
+	t.Parallel()
+
+	err := delivery.ValidateTargetURL(
+		context.TODO(),
+		"https://hooks.slack.com"+maskSecretPath+"\n",
+	)
+	require.Error(t, err)
+
+	assertNoCredential(t, err.Error())
+	assert.Contains(t, err.Error(), "invalid URL")
+}

internal/handlers/source_detail_test.go

@@ -26,14 +26,14 @@ const (
 )
 
 // seedConfiguredTarget inserts a target with a stored config
-// blob.
+// blob and returns it.
 func seedConfiguredTarget(
 	t *testing.T,
 	db *database.Database,
 	webhookID string,
 	targetType database.TargetType,
 	config string,
-) {
+) *database.Target {
 	t.Helper()
 
 	tgt := &database.Target{
@@ -48,6 +48,8 @@ func seedConfiguredTarget(
 		t,
 		db.DB().Omit(clause.Associations).Create(tgt).Error,
 	)
+
+	return tgt
 }
 
 // renderSourceDetailPage runs the real source detail handler

internal/handlers/source_logs_test.go

@@ -0,0 +1,134 @@
+package handlers_test
+
+import (
+	"context"
+	"net/http"
+	"net/http/httptest"
+	"testing"
+
+	"github.com/go-chi/chi"
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
+	"gorm.io/gorm/clause"
+	"sneak.berlin/go/webhooker/internal/database"
+	"sneak.berlin/go/webhooker/internal/handlers"
+	"sneak.berlin/go/webhooker/internal/session"
+)
+
+// seedDeliveredEvent records an event and a delivery for it in
+// the webhook's own database, so the log page has a delivery
+// to render against the target.
+func seedDeliveredEvent(
+	t *testing.T,
+	dbMgr *database.WebhookDBManager,
+	webhookID, targetID string,
+) {
+	t.Helper()
+
+	webhookDB, err := dbMgr.GetDB(webhookID)
+	require.NoError(t, err)
+
+	event := &database.Event{
+		WebhookID:   webhookID,
+		Method:      http.MethodPost,
+		Body:        `{"test":true}`,
+		ContentType: "application/json",
+	}
+
+	require.NoError(t, webhookDB.Omit(
+		clause.Associations,
+	).Create(event).Error)
+
+	dlv := &database.Delivery{
+		EventID:  event.ID,
+		TargetID: targetID,
+		Status:   database.DeliveryStatusDelivered,
+	}
+
+	require.NoError(t, webhookDB.Omit(
+		clause.Associations,
+	).Create(dlv).Error)
+}
+
+// renderSourceLogsPage runs the real event log handler for a
+// webhook and returns the rendered HTML.
+func renderSourceLogsPage(
+	t *testing.T,
+	h *handlers.Handlers,
+	sess *session.Session,
+	webhookID string,
+) string {
+	t.Helper()
+
+	req := httptest.NewRequestWithContext(
+		context.Background(),
+		http.MethodGet,
+		"/source/"+webhookID+"/logs",
+		nil,
+	)
+
+	for _, c := range authenticatedCookies(
+		t, sess, deleteTestUserID, deleteTestUsername,
+	) {
+		req.AddCookie(c)
+	}
+
+	rctx := chi.NewRouteContext()
+	rctx.URLParams.Add(paramSourceID, webhookID)
+
+	req = req.WithContext(
+		context.WithValue(
+			req.Context(), chi.RouteCtxKey, rctx,
+		),
+	)
+
+	w := httptest.NewRecorder()
+	h.HandleSourceLogs().ServeHTTP(w, req)
+
+	require.Equal(t, http.StatusOK, w.Code)
+
+	return w.Body.String()
+}
+
+// TestHandleSourceLogs_MasksSlackWebhookURL proves the event
+// log page is handed a display-safe projection of each target
+// rather than the stored row, so the credential cannot be
+// rendered from its template data.
+func TestHandleSourceLogs_MasksSlackWebhookURL(t *testing.T) {
+	t.Parallel()
+
+	var (
+		h     *handlers.Handlers
+		sess  *session.Session
+		db    *database.Database
+		dbMgr *database.WebhookDBManager
+	)
+
+	app := newTestApp(t, &h, &sess, &db, &dbMgr)
+	app.RequireStart()
+
+	t.Cleanup(app.RequireStop)
+
+	wh := seedWebhook(t, db)
+	tgt := seedConfiguredTarget(
+		t, db, wh.ID,
+		database.TargetTypeSlack,
+		`{"webhookUrl":"`+slackWebhookURL+`"}`,
+	)
+
+	seedDeliveredEvent(t, dbMgr, wh.ID, tgt.ID)
+
+	body := renderSourceLogsPage(t, h, sess, wh.ID)
+
+	assert.NotContains(t, body, slackSecretPath)
+	assert.NotContains(t, body, "T00000000")
+	assert.NotContains(t, body, "B00000000")
+	assert.NotContains(
+		t, body, "XXXXXXXXXXXXXXXXXXXXXXXX",
+	)
+	assert.NotContains(t, body, "webhookUrl")
+
+	// The page still identifies the delivery's target.
+	assert.Contains(t, body, tgt.Name)
+	assert.Contains(t, body, "delivered")
+}

internal/handlers/source_management.go

@@ -96,7 +96,17 @@ func parseRetentionDays(raw string, fallback int) (int, error) {
 type EventWithDeliveries struct {
 	database.Event
 
-	Deliveries []database.Delivery
+	Deliveries []DeliveryView
+}
+
+// DeliveryView is the display-safe projection of a delivery
+// for the event log page. Its target is a TargetView, so the
+// stored configuration blob — which holds the target's
+// credential — has no path to the template.
+type DeliveryView struct {
+	ID     string
+	Status database.DeliveryStatus
+	Target delivery.TargetView
 }
 
 // HandleSourceList shows a list of user's webhooks.
@@ -764,22 +774,27 @@ func (h *Handlers) HandleSourceLogs() http.HandlerFunc {
 	}
 }
 
-// loadTargetMap loads targets into a map keyed by target ID.
+// loadTargetMap loads targets into a map of display-safe
+// views keyed by target ID. The projection happens here so
+// that no caller can hand a raw target, configuration blob
+// and all, to a template.
 func (h *Handlers) loadTargetMap(
 	webhookID string,
-) map[string]database.Target {
+) map[string]delivery.TargetView {
 	var targets []database.Target
 
 	h.db.DB().Where(
 		"webhook_id = ?", webhookID,
 	).Find(&targets)
 
+	views := delivery.NewTargetViews(targets)
+
 	targetMap := make(
-		map[string]database.Target, len(targets),
+		map[string]delivery.TargetView, len(views),
 	)
 
-	for _, t := range targets {
-		targetMap[t.ID] = t
+	for _, v := range views {
+		targetMap[v.ID] = v
 	}
 
 	return targetMap
@@ -804,7 +819,7 @@ func (h *Handlers) parsePage(r *http.Request) int {
 func (h *Handlers) loadEventsWithDeliveries(
 	w http.ResponseWriter,
 	webhook database.Webhook,
-	targetMap map[string]database.Target,
+	targetMap map[string]delivery.TargetView,
 	page int,
 ) ([]EventWithDeliveries, int64) {
 	var totalEvents int64
@@ -843,22 +858,39 @@ func (h *Handlers) loadEventsWithDeliveries(
 	for i := range events {
 		result[i].Event = events[i]
 
+		var deliveries []database.Delivery
+
 		webhookDB.Where(
 			"event_id = ?", events[i].ID,
-		).Find(&result[i].Deliveries)
+		).Find(&deliveries)
 
-		for j := range result[i].Deliveries {
-			tid := result[i].Deliveries[j].TargetID
-
-			if target, ok := targetMap[tid]; ok {
-				result[i].Deliveries[j].Target = target
-			}
-		}
+		result[i].Deliveries = newDeliveryViews(
+			deliveries, targetMap,
+		)
 	}
 
 	return result, totalEvents
 }
 
+// newDeliveryViews projects deliveries for rendering,
+// resolving each one's target to its display-safe view.
+func newDeliveryViews(
+	deliveries []database.Delivery,
+	targetMap map[string]delivery.TargetView,
+) []DeliveryView {
+	views := make([]DeliveryView, len(deliveries))
+
+	for i := range deliveries {
+		views[i] = DeliveryView{
+			ID:     deliveries[i].ID,
+			Status: deliveries[i].Status,
+			Target: targetMap[deliveries[i].TargetID],
+		}
+	}
+
+	return views
+}
+
 // HandleEntrypointCreate handles adding a new entrypoint.
 func (h *Handlers) HandleEntrypointCreate() http.HandlerFunc {
 	return func(w http.ResponseWriter, r *http.Request) {
@@ -1102,9 +1134,12 @@ func (h *Handlers) buildURLTargetConfig(
 		r.Context(), targetURL,
 	)
 	if err != nil {
+		// The submitted URL can be a credential (a Slack
+		// incoming webhook URL is a bearer token), so the log
+		// records only its scheme and host.
 		h.log.Warn(
 			"target URL blocked by SSRF protection",
-			"url", targetURL,
+			"url", delivery.MaskURL(targetURL),
 			"error", err,
 		)
 		http.Error(

internal/middleware/ratelimit.go

@@ -2,6 +2,9 @@ package middleware
 
 import (
 	"net/http"
+	"net/netip"
+	"slices"
+	"strings"
 	"time"
 
 	"github.com/go-chi/httprate"
@@ -31,13 +34,120 @@ const (
 	receiverRateInterval = 1 * time.Minute
 )
 
+// normalizeAddr strips the IPv4-in-IPv6 wrapper and any zone from
+// addr so that comparisons and bucket keys are canonical.
+func normalizeAddr(addr netip.Addr) netip.Addr {
+	return addr.Unmap().WithZone("")
+}
+
+// isTrustedProxy reports whether addr belongs to a network the
+// operator listed in TRUSTED_PROXIES. The list is empty by default,
+// so by default nothing is trusted.
+func (m *Middleware) isTrustedProxy(addr netip.Addr) bool {
+	for _, prefix := range m.params.Config.TrustedProxies {
+		if prefix.Contains(addr) {
+			return true
+		}
+	}
+
+	return false
+}
+
+// forwardedClientAddr returns the client address named by this
+// request's X-Forwarded-For chain. It is consulted only for requests
+// whose direct peer is a trusted proxy.
+//
+// X-Forwarded-For is the only header read. X-Real-IP and
+// True-Client-IP are deliberately ignored: the reverse proxies in
+// common use append to X-Forwarded-For and pass any other header the
+// client sent through untouched, so believing a single-valued header
+// would let a client behind the trusted proxy name its own bucket —
+// the very bypass this gating exists to close.
+//
+// The chain is walked right to left, because the rightmost entry is
+// the one the nearest proxy appended and everything to its left may
+// have been written by the client. The first hop that is not itself
+// a trusted proxy is the client. A hop that cannot be read as a bare
+// address ends the walk: past it the chain is not the shape assumed
+// here, so the caller falls back to the peer address.
+func (m *Middleware) forwardedClientAddr(
+	r *http.Request,
+) (netip.Addr, bool) {
+	hops := strings.Split(
+		strings.Join(r.Header.Values("X-Forwarded-For"), ","), ",",
+	)
+
+	for _, hop := range slices.Backward(hops) {
+		hop = strings.TrimSpace(hop)
+		if hop == "" {
+			continue
+		}
+
+		addr, err := netip.ParseAddr(hop)
+		if err != nil {
+			return netip.Addr{}, false
+		}
+
+		if addr = normalizeAddr(addr); !m.isTrustedProxy(addr) {
+			return addr, true
+		}
+	}
+
+	return netip.Addr{}, false
+}
+
+// rateLimitKey is the client identity every rate limiter in this
+// package buckets on. Forwarded headers are honoured only when the
+// direct peer (RemoteAddr) is inside the configured trusted-proxy
+// set; otherwise the peer address itself is the key. Without that
+// gate any client could mint a fresh bucket per request, or starve
+// another client's bucket, by picking an X-Forwarded-For value —
+// which makes every limit here decorative against a deliberate
+// attacker.
+func (m *Middleware) rateLimitKey(r *http.Request) (string, error) {
+	return m.clientKey(r), nil
+}
+
+// clientKey computes the bucket key described on rateLimitKey.
+func (m *Middleware) clientKey(r *http.Request) string {
+	peer, err := netip.ParseAddr(ipFromHostPort(r.RemoteAddr))
+	if err != nil {
+		// Not an address we can reason about; key on the raw
+		// value rather than collapsing such peers into one
+		// shared bucket.
+		return r.RemoteAddr
+	}
+
+	peer = normalizeAddr(peer)
+	if !m.isTrustedProxy(peer) {
+		return peer.String()
+	}
+
+	if addr, ok := m.forwardedClientAddr(r); ok {
+		return addr.String()
+	}
+
+	return peer.String()
+}
+
+// tooManyRequests returns the 429 handler shared by every limiter:
+// it logs the rejection with logMessage and answers with
+// responseMessage. httprate adds the Retry-After header (RFC 6585).
+func (m *Middleware) tooManyRequests(
+	logMessage, responseMessage string,
+) http.HandlerFunc {
+	return func(w http.ResponseWriter, r *http.Request) {
+		m.log.Warn(logMessage, "path", r.URL.Path)
+		http.Error(w, responseMessage, http.StatusTooManyRequests)
+	}
+}
+
 // LoginRateLimit returns middleware that enforces per-IP rate
 // limiting on login attempts using go-chi/httprate. Only POST
 // requests are rate-limited; GET requests (rendering the login
 // form) pass through unaffected. When the rate limit is exceeded,
-// a 429 Too Many Requests response is returned. IP extraction
-// honours X-Forwarded-For, X-Real-IP, and True-Client-IP headers
-// for reverse-proxy setups.
+// a 429 Too Many Requests response is returned. Clients are
+// identified by rateLimitKey.
 func (m *Middleware) LoginRateLimit() func(http.Handler) http.Handler {
 	return m.postRateLimit(
 		loginRateLimit,
@@ -66,9 +176,7 @@ func (m *Middleware) PasswordChangeRateLimit() func(http.Handler) http.Handler {
 // limit on POST requests only; all other methods pass through
 // unaffected. Requests over the limit receive a 429 with the
 // given response message, and each rejection is logged with the
-// given log message. IP extraction honours X-Forwarded-For,
-// X-Real-IP, and True-Client-IP headers for reverse-proxy
-// setups.
+// given log message. Clients are identified by rateLimitKey.
 func (m *Middleware) postRateLimit(
 	limit int,
 	interval time.Duration,
@@ -77,19 +185,10 @@ func (m *Middleware) postRateLimit(
 	limiter := httprate.Limit(
 		limit,
 		interval,
-		httprate.WithKeyFuncs(httprate.KeyByRealIP),
-		httprate.WithLimitHandler(http.HandlerFunc(
-			func(w http.ResponseWriter, r *http.Request) {
-				m.log.Warn(logMessage,
-					"path", r.URL.Path,
-				)
-				http.Error(
-					w,
-					responseMessage,
-					http.StatusTooManyRequests,
-				)
-			},
-		)),
+		httprate.WithKeyFuncs(m.rateLimitKey),
+		httprate.WithLimitHandler(
+			m.tooManyRequests(logMessage, responseMessage),
+		),
 	)
 
 	return func(next http.Handler) http.Handler {
@@ -116,31 +215,19 @@ func (m *Middleware) postRateLimit(
 // path (the path contains the entrypoint UUID, so each sender
 // is limited per entrypoint without affecting other senders or
 // other entrypoints). The limit is Config.ReceiverRateLimit
-// requests per minute. Requests over the limit receive a 429;
-// httprate adds the Retry-After header (RFC 6585). IP
-// extraction honours X-Forwarded-For, X-Real-IP, and
-// True-Client-IP headers for reverse-proxy setups.
+// requests per minute. Requests over the limit receive a 429.
+// Clients are identified by rateLimitKey.
 func (m *Middleware) ReceiverRateLimit() func(http.Handler) http.Handler {
 	return httprate.Limit(
 		m.params.Config.ReceiverRateLimit,
 		receiverRateInterval,
 		httprate.WithKeyFuncs(
-			httprate.KeyByRealIP,
+			m.rateLimitKey,
 			httprate.KeyByEndpoint,
 		),
-		httprate.WithLimitHandler(http.HandlerFunc(
-			func(w http.ResponseWriter, r *http.Request) {
-				m.log.Warn(
+		httprate.WithLimitHandler(m.tooManyRequests(
 			"webhook receiver rate limit exceeded",
-					"path", r.URL.Path,
-				)
-				http.Error(
-					w,
-					"Too many requests. "+
-						"Please slow down.",
-					http.StatusTooManyRequests,
-				)
-			},
+			"Too many requests. Please slow down.",
 		)),
 	)
 }

internal/middleware/ratelimit_test.go

@@ -2,9 +2,11 @@ package middleware_test
 
 import (
 	"context"
+	"fmt"
 	"log/slog"
 	"net/http"
 	"net/http/httptest"
+	"net/netip"
 	"os"
 	"testing"
 
@@ -182,11 +184,22 @@ func TestLoginRateLimit_IndependentPerIP(t *testing.T) {
 	)
 }
 
-// receiverLimitedHandler builds a ReceiverRateLimit-wrapped
-// handler with the given per-minute limit.
-func receiverLimitedHandler(
-	t *testing.T, limit int,
-) http.Handler {
+// okHandler is the terminal handler the limiter middleware wraps
+// in these tests: it answers 200 to anything that reaches it.
+func okHandler() http.Handler {
+	return http.HandlerFunc(
+		func(w http.ResponseWriter, _ *http.Request) {
+			w.WriteHeader(http.StatusOK)
+		},
+	)
+}
+
+// rateLimitMiddleware builds a Middleware around cfg, whose
+// TrustedProxies field is what the rate limit key function gates
+// forwarded-header trust on.
+func rateLimitMiddleware(
+	t *testing.T, cfg *config.Config,
+) *middleware.Middleware {
 	t.Helper()
 
 	log := slog.New(slog.NewTextHandler(
@@ -194,17 +207,53 @@ func receiverLimitedHandler(
 		&slog.HandlerOptions{Level: slog.LevelDebug},
 	))
 
-	m := middleware.NewForTest(
-		log,
-		&config.Config{ReceiverRateLimit: limit},
-		nil,
+	return middleware.NewForTest(log, cfg, nil)
+}
+
+// trustedProxies parses CIDR strings for a test Config.
+func trustedProxies(cidrs ...string) []netip.Prefix {
+	prefixes := make([]netip.Prefix, 0, len(cidrs))
+	for _, cidr := range cidrs {
+		prefixes = append(prefixes, netip.MustParsePrefix(cidr))
+	}
+
+	return prefixes
+}
+
+// postWithHeaders sends one POST to the handler from peer with the
+// given headers set and returns the recorder.
+func postWithHeaders(
+	handler http.Handler,
+	peer, path string,
+	headers map[string]string,
+) *httptest.ResponseRecorder {
+	req := httptest.NewRequestWithContext(
+		context.Background(), http.MethodPost, path, nil,
+	)
+	req.RemoteAddr = peer
+
+	for name, value := range headers {
+		req.Header.Set(name, value)
+	}
+
+	w := httptest.NewRecorder()
+	handler.ServeHTTP(w, req)
+
+	return w
+}
+
+// receiverLimitedHandler builds a ReceiverRateLimit-wrapped
+// handler with the given per-minute limit and no trusted proxies.
+func receiverLimitedHandler(
+	t *testing.T, limit int,
+) http.Handler {
+	t.Helper()
+
+	m := rateLimitMiddleware(
+		t, &config.Config{ReceiverRateLimit: limit},
 	)
 
-	return m.ReceiverRateLimit()(http.HandlerFunc(
-		func(w http.ResponseWriter, _ *http.Request) {
-			w.WriteHeader(http.StatusOK)
-		},
-	))
+	return m.ReceiverRateLimit()(okHandler())
 }
 
 // receiverPost sends one POST to the handler from the given IP
@@ -311,3 +360,252 @@ func TestReceiverRateLimit_CountsEveryMethod(t *testing.T) {
 		"a GET over the limit must be rate-limited",
 	)
 }
+
+const (
+	loginPath  = "/pages/login"
+	headerXFF  = "X-Forwarded-For"
+	headerReal = "X-Real-IP"
+	headerTrue = "True-Client-IP"
+)
+
+// assertSharedBucket drives the login limiter from peer with the
+// trusted-proxy set proxies, sending one more request than the limit
+// allows and varying the headers on each with headers(i). Every
+// request must land in the same bucket, so the last one is rejected:
+// if any of the varying header values reached the key, the run would
+// have minted fresh buckets and nothing would be rejected.
+func assertSharedBucket(
+	t *testing.T,
+	proxies []netip.Prefix,
+	peer string,
+	headers func(i int) map[string]string,
+	msg string,
+) {
+	t.Helper()
+
+	m := rateLimitMiddleware(
+		t, &config.Config{TrustedProxies: proxies},
+	)
+	handler := m.LoginRateLimit()(okHandler())
+
+	for i := range middleware.LoginRateLimitConst {
+		w := postWithHeaders(handler, peer, loginPath, headers(i))
+		assert.Equal(
+			t, http.StatusOK, w.Code,
+			"request %d should pass", i,
+		)
+	}
+
+	w := postWithHeaders(
+		handler, peer, loginPath,
+		headers(middleware.LoginRateLimitConst),
+	)
+	assert.Equal(t, http.StatusTooManyRequests, w.Code, msg)
+}
+
+// TestRateLimitKey_SpoofedForwardedFromUntrustedPeer is the test
+// this gating exists for: with no trusted proxies configured (the
+// default), a client that rotates a forwarded header on every
+// request must stay in one bucket. If forwarded headers were
+// trusted unconditionally, each spoofed value would mint a fresh
+// bucket and the limit would stop no one.
+func TestRateLimitKey_SpoofedForwardedFromUntrustedPeer(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	for _, header := range []string{
+		headerXFF, headerReal, headerTrue,
+	} {
+		t.Run(header, func(t *testing.T) {
+			t.Parallel()
+
+			assertSharedBucket(
+				t, nil, "203.0.113.9:44444",
+				func(i int) map[string]string {
+					return map[string]string{
+						header: fmt.Sprintf(
+							"198.51.100.%d", i+1,
+						),
+					}
+				},
+				"a spoofed "+header+" from an untrusted peer "+
+					"must not mint a fresh bucket",
+			)
+		})
+	}
+}
+
+// TestRateLimitKey_SingleValuedHeadersIgnoredFromTrustedPeer is the
+// regression test for the bypass hiding inside the trusted case.
+// Real reverse proxies (nginx, HAProxy, Caddy, ALB) set only
+// X-Forwarded-For and pass every other client header through
+// verbatim, so a client behind the configured proxy can send its own
+// X-Real-IP or True-Client-IP. Reading either would hand that client
+// a fresh bucket per request from inside exactly the deployment
+// TRUSTED_PROXIES exists to serve, so neither header is read at all.
+func TestRateLimitKey_SingleValuedHeadersIgnoredFromTrustedPeer(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	for _, header := range []string{headerReal, headerTrue} {
+		t.Run(header, func(t *testing.T) {
+			t.Parallel()
+
+			assertSharedBucket(
+				t, trustedProxies("10.0.0.0/8"),
+				"10.0.0.1:44444",
+				func(i int) map[string]string {
+					return map[string]string{
+						header: fmt.Sprintf(
+							"198.51.100.%d", i+1,
+						),
+					}
+				},
+				header+" from a trusted peer must not mint a "+
+					"fresh bucket: only X-Forwarded-For is read",
+			)
+		})
+	}
+}
+
+// TestRateLimitKey_MalformedRightmostHopFallsBackToPeer covers the
+// other end of the chain walk. The rightmost X-Forwarded-For entry
+// is the one the trusted proxy appended; if it cannot be read as an
+// address the chain is not the shape the walk assumes, and every
+// entry to its left may have come from the client. The walk must
+// stop and fall back to the peer rather than select one of them.
+func TestRateLimitKey_MalformedRightmostHopFallsBackToPeer(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	// Forms seen in the wild: host:port (Azure Application
+	// Gateway, IIS ARR), a bracketed IPv6 literal, and the
+	// RFC 7239 placeholder token.
+	for _, tail := range []string{
+		"198.51.100.7:1234", "[2001:db8::1]", "unknown",
+	} {
+		t.Run(tail, func(t *testing.T) {
+			t.Parallel()
+
+			assertSharedBucket(
+				t, trustedProxies("10.0.0.0/8"),
+				"10.0.0.1:44444",
+				func(i int) map[string]string {
+					return map[string]string{
+						headerXFF: fmt.Sprintf(
+							"9.9.9.%d, %s", i+1, tail,
+						),
+					}
+				},
+				"an unparseable rightmost hop must fall back "+
+					"to the peer address, not select a "+
+					"client-controlled entry",
+			)
+		})
+	}
+}
+
+// TestRateLimitKey_ForwardedHonouredFromTrustedPeer checks the
+// other half: when the direct peer is a configured trusted proxy,
+// the forwarded client address is what buckets are keyed on, so
+// one sender behind the proxy cannot exhaust another's limit.
+func TestRateLimitKey_ForwardedHonouredFromTrustedPeer(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	m := rateLimitMiddleware(t, &config.Config{
+		TrustedProxies: trustedProxies("10.0.0.0/8"),
+	})
+	handler := m.LoginRateLimit()(okHandler())
+
+	const peer = "10.0.0.1:44444"
+
+	first := map[string]string{headerXFF: "198.51.100.7"}
+
+	for range middleware.LoginRateLimitConst {
+		postWithHeaders(handler, peer, loginPath, first)
+	}
+
+	w := postWithHeaders(handler, peer, loginPath, first)
+	assert.Equal(
+		t, http.StatusTooManyRequests, w.Code,
+		"the forwarded client's own bucket must fill up",
+	)
+
+	w = postWithHeaders(
+		handler, peer, loginPath,
+		map[string]string{headerXFF: "198.51.100.8"},
+	)
+	assert.Equal(
+		t, http.StatusOK, w.Code,
+		"a forwarded header from a trusted peer must be honoured",
+	)
+}
+
+// TestRateLimitKey_ChainWalkSkipsClientPrepended covers the
+// residual spoofing route behind a trusted proxy: the client
+// controls the leftmost X-Forwarded-For entries, so the key is the
+// rightmost hop that is not itself trusted. Rotating the prepended
+// entry must not create new buckets.
+func TestRateLimitKey_ChainWalkSkipsClientPrepended(t *testing.T) {
+	t.Parallel()
+
+	assertSharedBucket(
+		t, trustedProxies("10.0.0.0/8"), "10.0.0.1:44444",
+		func(i int) map[string]string {
+			return map[string]string{
+				headerXFF: fmt.Sprintf(
+					"9.9.9.%d, 198.51.100.7, 10.0.0.2", i+1,
+				),
+			}
+		},
+		"a client-prepended X-Forwarded-For entry must not "+
+			"mint a fresh bucket",
+	)
+}
+
+// TestReceiverRateLimit_IgnoresForwardedFromUntrustedPeer proves
+// the receiver limiter uses the same gated key function as the
+// POST limiters.
+func TestReceiverRateLimit_IgnoresForwardedFromUntrustedPeer(
+	t *testing.T,
+) {
+	t.Parallel()
+
+	const (
+		limit = 3
+		peer  = "203.0.113.10:44444"
+		path  = "/webhook/uuid-d"
+	)
+
+	handler := receiverLimitedHandler(t, limit)
+
+	for i := range limit {
+		w := postWithHeaders(
+			handler, peer, path,
+			map[string]string{
+				headerXFF: fmt.Sprintf(
+					"198.51.100.%d", i+1,
+				),
+			},
+		)
+		assert.Equal(
+			t, http.StatusOK, w.Code,
+			"request %d should pass", i,
+		)
+	}
+
+	w := postWithHeaders(
+		handler, peer, path,
+		map[string]string{headerXFF: "198.51.100.200"},
+	)
+	assert.Equal(
+		t, http.StatusTooManyRequests, w.Code,
+		"a spoofed X-Forwarded-For from an untrusted peer must "+
+			"not mint a fresh receiver bucket",
+	)
+}