diff --git a/src/client/client.go b/src/client/client.go
index c666e90a..85cf6717 100644
--- a/src/client/client.go
+++ b/src/client/client.go
@@ -3,7 +3,6 @@ package client
 import (
 	"bytes"
 	"fmt"
-	"io"
 	"log/slog"
 	"net/http"
 	"os"
@@ -70,7 +69,7 @@ func uploadPlaylistArtwork(hc *util.HttpClient, endpoint, localPath string, head
 	}
 	req, err := http.NewRequest("POST", endpoint, bytes.NewReader(data))
 	if err != nil {
-		return fmt.Errorf("build request: %w", err)
+		return fmt.Errorf("build artwork upload request")
 	}
 	req.Header.Set("Content-Type", "image/jpeg")
 	req.ContentLength = int64(len(data))
@@ -79,7 +78,7 @@ func uploadPlaylistArtwork(hc *util.HttpClient, endpoint, localPath string, head
 	}
 	resp, err := hc.Client.Do(req)
 	if err != nil {
-		return fmt.Errorf("post: %w", err)
+		return fmt.Errorf("artwork upload request failed")
 	}
 	defer func() {
 		if cerr := resp.Body.Close(); cerr != nil {
@@ -87,8 +86,7 @@ func uploadPlaylistArtwork(hc *util.HttpClient, endpoint, localPath string, head
 		}
 	}()
 	if resp.StatusCode < 200 || resp.StatusCode >= 300 {
-		body, _ := io.ReadAll(resp.Body)
-		return fmt.Errorf("upload artwork: status %d, body: %s", resp.StatusCode, string(body))
+		return fmt.Errorf("upload artwork: status %d", resp.StatusCode)
 	}
 	return nil
 }
@@ -325,4 +323,4 @@ func rankResult(track NormalisedTrack, r SearchResult) int {
 		}
 }
 	return score
-}
\ No newline at end of file
+}
diff --git a/src/logging/logging.go b/src/logging/logging.go
index 2e3e5014..23be46cf 100644
--- a/src/logging/logging.go
+++ b/src/logging/logging.go
@@ -9,6 +9,7 @@ import (
 
 
 func Init(cfg *config.Config) {
+	configureRedaction(cfg)
 	baseHandler := slog.NewTextHandler( os.Stdout, &slog.HandlerOptions{
 		Level: getLogLevel(cfg.LogLevel), 
 	})
@@ -19,10 +20,11 @@ func Init(cfg *config.Config) {
 	}
 	
 
-	handler := &notifyHandler{
+	notifyHandler := &notifyHandler{
 		handler:   baseHandler,
 		notify: notifyClient,
 	}
+	handler := newRedactingHandler(notifyHandler)
 	logger := slog.New(handler)
 	slog.SetDefault(logger)
 }
@@ -54,4 +56,4 @@ func getLogLevel(level string) slog.Level {
 	default:
 		return slog.LevelWarn
 	}
-}
\ No newline at end of file
+}
diff --git a/src/logging/redact_handler.go b/src/logging/redact_handler.go
new file mode 100644
index 00000000..a96f77a3
--- /dev/null
+++ b/src/logging/redact_handler.go
@@ -0,0 +1,148 @@
+package logging
+
+import (
+	"context"
+	"fmt"
+	"io"
+	"log/slog"
+	"sort"
+	"strings"
+	"sync/atomic"
+
+	"explo/src/config"
+)
+
+const redactedValue = "[REDACTED]"
+
+var secretValues atomic.Value
+
+func init() {
+	secretValues.Store([]string(nil))
+}
+
+type redactingHandler struct {
+	handler slog.Handler
+}
+
+func newRedactingHandler(handler slog.Handler) slog.Handler {
+	return &redactingHandler{handler: handler}
+}
+
+// NewTextHandler creates a text handler that omits credential fields and
+// redacts configured credential values from messages and attributes.
+func NewTextHandler(w io.Writer, opts *slog.HandlerOptions) slog.Handler {
+	return newRedactingHandler(slog.NewTextHandler(w, opts))
+}
+
+func (h *redactingHandler) Enabled(ctx context.Context, level slog.Level) bool {
+	return h.handler.Enabled(ctx, level)
+}
+
+func (h *redactingHandler) Handle(ctx context.Context, record slog.Record) error {
+	clean := slog.NewRecord(record.Time, record.Level, redactText(record.Message), record.PC)
+	record.Attrs(func(attr slog.Attr) bool {
+		if attr = redactAttr(attr); attr.Key != "" {
+			clean.AddAttrs(attr)
+		}
+		return true
+	})
+	return h.handler.Handle(ctx, clean)
+}
+
+func (h *redactingHandler) WithAttrs(attrs []slog.Attr) slog.Handler {
+	clean := make([]slog.Attr, 0, len(attrs))
+	for _, attr := range attrs {
+		if attr = redactAttr(attr); attr.Key != "" {
+			clean = append(clean, attr)
+		}
+	}
+	return &redactingHandler{handler: h.handler.WithAttrs(clean)}
+}
+
+func (h *redactingHandler) WithGroup(name string) slog.Handler {
+	return &redactingHandler{handler: h.handler.WithGroup(name)}
+}
+
+func redactAttr(attr slog.Attr) slog.Attr {
+	if isCredentialKey(attr.Key) {
+		return slog.Attr{}
+	}
+
+	value := attr.Value.Resolve()
+	switch value.Kind() {
+	case slog.KindString:
+		attr.Value = slog.StringValue(redactText(value.String()))
+	case slog.KindGroup:
+		group := value.Group()
+		clean := make([]slog.Attr, 0, len(group))
+		for _, child := range group {
+			if child = redactAttr(child); child.Key != "" {
+				clean = append(clean, child)
+			}
+		}
+		attr.Value = slog.GroupValue(clean...)
+	case slog.KindAny:
+		plain := fmt.Sprint(value.Any())
+		if redacted := redactText(plain); redacted != plain {
+			attr.Value = slog.StringValue(redacted)
+		}
+	}
+	return attr
+}
+
+func isCredentialKey(key string) bool {
+	key = strings.ToLower(key)
+	key = strings.NewReplacer("_", "", "-", "", " ", "").Replace(key)
+	for _, marker := range []string{"password", "passwd", "apikey", "authorization", "credential", "secret", "token"} {
+		if strings.Contains(key, marker) {
+			return true
+		}
+	}
+	return false
+}
+
+func redactText(value string) string {
+	for _, secret := range secretValues.Load().([]string) {
+		value = strings.ReplaceAll(value, secret, redactedValue)
+	}
+	return value
+}
+
+func configureRedaction(cfg *config.Config) {
+	values := []string{
+		cfg.ServerCfg.Password,
+		cfg.ClientCfg.Creds.APIKey,
+		cfg.ClientCfg.Creds.Password,
+		cfg.ClientCfg.Creds.Token,
+		cfg.ClientCfg.Creds.Salt,
+		cfg.ClientCfg.AdminCreds.APIKey,
+		cfg.ClientCfg.AdminCreds.Password,
+		cfg.DownloadCfg.Youtube.APIKey,
+		cfg.DownloadCfg.Slskd.APIKey,
+		cfg.DownloadCfg.Lidarr.APIKey,
+		cfg.DiscoveryCfg.Listenbrainz.UserToken,
+		cfg.NotifyCfg.Matrix.AccessToken,
+		cfg.NotifyCfg.Discord.BotToken,
+	}
+	values = append(values, cfg.NotifyCfg.Http.ReceiverURLs...)
+	for key, value := range cfg.ClientCfg.Creds.Headers {
+		if isCredentialKey(key) {
+			values = append(values, value)
+		}
+	}
+
+	seen := make(map[string]struct{}, len(values))
+	secrets := make([]string, 0, len(values))
+	for _, value := range values {
+		if value == "" {
+			continue
+		}
+		if _, ok := seen[value]; ok {
+			continue
+		}
+		seen[value] = struct{}{}
+		secrets = append(secrets, value)
+	}
+	sort.Slice(secrets, func(i, j int) bool { return len(secrets[i]) > len(secrets[j]) })
+	secretValues.Store(secrets)
+}
diff --git a/src/util/http.go b/src/util/http.go
index 588e3b04..0672b6a6 100644
--- a/src/util/http.go
+++ b/src/util/http.go
@@ -6,13 +6,13 @@ import (
 	"io"
 	"log/slog"
 	"net/http"
+	"net/url"
 	"os"
 	"path/filepath"
 	"strings"
 	"time"
 
 	"explo/src/config"
-	"explo/src/logging"
 )
 
 type HttpClientConfig struct {
@@ -36,7 +36,7 @@ func NewHttp(cfg HttpClientConfig) *HttpClient {
 func (c *HttpClient) MakeRequest(method, url string, payload io.Reader, headers map[string]string) ([]byte, error) {
 	req, err := http.NewRequest(method, url, payload)
 	if err != nil {
-		return nil, fmt.Errorf("failed to initialize request: %s", err.Error())
+		return nil, fmt.Errorf("failed to initialize %s request to %s", method, requestEndpoint(url))
 	}
 	req.Header.Add("Content-Type", "application/json")
 	req.Header.Add("Accept", "application/json")
@@ -48,7 +48,7 @@ func (c *HttpClient) MakeRequest(method, url string, payload io.Reader, headers
 
 	resp, err := c.Client.Do(req)
 	if err != nil {
-		return nil, fmt.Errorf("failed to make request: %s", err.Error())
+		return nil, fmt.Errorf("failed to make %s request to %s", method, requestEndpoint(url))
 	}
 
 	defer func() {
@@ -63,17 +63,27 @@ func (c *HttpClient) MakeRequest(method, url string, payload io.Reader, headers
 	}
 
 	if resp.StatusCode < 200 || resp.StatusCode >= 300 {
-		slog.Debug("response info", logging.RuntimeAttr(string(body)))
-		return nil, fmt.Errorf("got %d from %s", resp.StatusCode, url)
+		return nil, fmt.Errorf("got %d from %s", resp.StatusCode, requestEndpoint(url))
 	}
 
 	return body, nil
 }
 
+func requestEndpoint(rawURL string) string {
+	u, err := url.Parse(rawURL)
+	if err != nil {
+		return "remote endpoint"
+	}
+	u.User = nil
+	u.RawQuery = ""
+	u.ForceQuery = false
+	u.Fragment = ""
+	return u.String()
+}
+
 func ParseResp[T any](body []byte, target *T) error {
 
 	if err := json.Unmarshal(body, target); err != nil {
-		slog.Debug("response info", logging.RuntimeAttr(string(body)))
 		return fmt.Errorf("error unmarshaling response body: %s", err.Error())
 	}
 	return nil
@@ -93,7 +103,7 @@ func DownloadFile(url, destPath string) (string, error) {
 	}
 	resp, err := http.Get(url) //nolint:noctx
 	if err != nil {
-		return "", fmt.Errorf("get: %w", err)
+		return "", fmt.Errorf("failed to download from %s", requestEndpoint(url))
 	}
 	defer func() {
 		if cerr := resp.Body.Close(); cerr != nil {
@@ -101,7 +111,7 @@ func DownloadFile(url, destPath string) (string, error) {
 		}
 	}()
 	if resp.StatusCode != http.StatusOK {
-		return "", fmt.Errorf("status %d from %s", resp.StatusCode, url)
+		return "", fmt.Errorf("status %d from %s", resp.StatusCode, requestEndpoint(url))
 	}
 	data, err := io.ReadAll(resp.Body)
 	if err != nil {
diff --git a/src/web/backend/playlist/spotify.go b/src/web/backend/playlist/spotify.go
index 9209f51f..8ccb27b1 100644
--- a/src/web/backend/playlist/spotify.go
+++ b/src/web/backend/playlist/spotify.go
@@ -331,13 +331,12 @@ func (s *spotifySession) fetchAccessToken() error {
 
 	resp, err := s.client.Do(req)
 	if err != nil {
-		return err
+		return fmt.Errorf("token endpoint request failed")
 	}
 	defer func() { _ = resp.Body.Close() }()
 
 	if resp.StatusCode != http.StatusOK {
-		b, _ := io.ReadAll(io.LimitReader(resp.Body, 512))
-		return fmt.Errorf("token endpoint returned %d: %s", resp.StatusCode, string(b))
+		return fmt.Errorf("token endpoint returned %d", resp.StatusCode)
 	}
 
 	var tok struct {
@@ -391,8 +390,7 @@ func (s *spotifySession) fetchClientToken() error {
 	defer func() { _ = resp.Body.Close() }()
 
 	if resp.StatusCode != http.StatusOK {
-		b, _ := io.ReadAll(io.LimitReader(resp.Body, 512))
-		return fmt.Errorf("client token endpoint returned %d: %s", resp.StatusCode, string(b))
+		return fmt.Errorf("client token endpoint returned %d", resp.StatusCode)
 	}
 
 	var result struct {
@@ -661,8 +659,7 @@ func queryPartnerAPI(playlistID string, offset, limit int) (*partnerPlaylistResp
 	defer func() { _ = resp.Body.Close() }()
 
 	if resp.StatusCode != http.StatusOK {
-		b, _ := io.ReadAll(io.LimitReader(resp.Body, 1024))
-		return nil, fmt.Errorf("partner API returned %d: %s", resp.StatusCode, string(b))
+		return nil, fmt.Errorf("partner API returned %d", resp.StatusCode)
 	}
 
 	var result partnerPlaylistResp
@@ -808,4 +805,4 @@ func findPartHash(jsContent, name string) string {
 		return ""
 	}
 	return rest[:end]
-}
\ No newline at end of file
+}
diff --git a/src/web/backend/run/events.go b/src/web/backend/run/events.go
index 3f958bbd..f5daa1fe 100644
--- a/src/web/backend/run/events.go
+++ b/src/web/backend/run/events.go
@@ -1,13 +1,15 @@
 package run
 
 import (
+	"bufio"
 	"fmt"
+	"io"
 	"log/slog"
 	"os"
-	"io"
-	"path/filepath"
-	"bufio"
 	"os/exec"
+	"path/filepath"
+
+	"explo/src/logging"
 )
 
 
@@ -90,7 +92,7 @@ func (mr *ManualRun) InitServerLog() {
 		return
 	}
 	w := io.MultiWriter(os.Stderr, lf)
-	slog.SetDefault(slog.New(slog.NewTextHandler(w, nil)))
+	slog.SetDefault(slog.New(logging.NewTextHandler(w, nil)))
 }
 
 // openRunLog opens the single rolling log file in append mode.
@@ -100,4 +102,4 @@ func (mr *ManualRun) openRunLog() (*os.File, error) {
 		return nil, err
 	}
 	return os.OpenFile(p, os.O_WRONLY|os.O_CREATE|os.O_APPEND, 0644)
-}
\ No newline at end of file
+}