diff --git a/cmd/eagle/root.go b/cmd/eagle/root.go
index e04f65c3..d214141d 100644
--- a/cmd/eagle/root.go
+++ b/cmd/eagle/root.go
@@ -38,7 +38,7 @@ var rootCmd = &cobra.Command{
 			log.Info("starting server")
 			err := server.Start()
 			if err != nil && !errors.Is(err, http.ErrServerClosed) {
-				log.Errorf("failed to start server: %s", err)
+				log.Errorw("failed to start server", "err", err)
 			}
 			quit <- os.Interrupt
 		}()
diff --git a/core/eagle.go b/core/eagle.go
index e5234b7a..cb4a0fb7 100644
--- a/core/eagle.go
+++ b/core/eagle.go
@@ -1,6 +1,5 @@
 package core
 
 type Notifier interface {
-	Info(msg string)
-	Error(err error)
+	Notify(msg string)
 }
diff --git a/log/notifier.go b/log/notifier.go
index e9db7e11..b609f6f8 100644
--- a/log/notifier.go
+++ b/log/notifier.go
@@ -8,14 +8,10 @@ type LogNotifier struct {
 
 func NewLogNotifier() *LogNotifier {
 	return &LogNotifier{
-		log: S().Named("notify"),
+		log: S().Named("notifier"),
 	}
 }
 
-func (n *LogNotifier) Info(msg string) {
+func (n *LogNotifier) Notify(msg string) {
 	n.log.Info(msg)
 }
-
-func (n *LogNotifier) Error(err error) {
-	n.log.Error(err)
-}
diff --git a/plugins/mastodon/mastodon.go b/plugins/mastodon/mastodon.go
index 60bdc4b3..b091d9be 100644
--- a/plugins/mastodon/mastodon.go
+++ b/plugins/mastodon/mastodon.go
@@ -113,7 +113,7 @@ func (m *Mastodon) uploadPhotos(ctx context.Context, photos []server.Photo) []ma
 
 		attachment, err := m.client.UploadMediaFromBytes(ctx, photo.Data)
 		if err != nil {
-			m.log.Warnw("photo upload failed", "err", err)
+			m.log.Warnw("photo upload failed", "mimetype", photo.MimeType, "err", err)
 			continue
 		}
 
diff --git a/server/micropub.go b/server/micropub.go
index ffee66f8..ce147bab 100644
--- a/server/micropub.go
+++ b/server/micropub.go
@@ -30,7 +30,7 @@ const (
 func (s *Server) getMicropubChannels() []micropub.Channel {
 	taxons, err := s.bolt.GetTaxonomy(context.Background(), s.c.Micropub.ChannelsTaxonomy)
 	if err != nil {
-		s.log.Warnw("could not fetch channels taxonomy", "taxonomy", s.c.Micropub.ChannelsTaxonomy, "err", err)
+		s.log.Errorw("failed to fetch channels taxonomy", "taxonomy", s.c.Micropub.ChannelsTaxonomy, "err", err)
 		return nil
 	}
 
@@ -45,7 +45,7 @@ func (s *Server) getMicropubChannels() []micropub.Channel {
 func (s *Server) getMicropubCategories() []string {
 	taxons, err := s.bolt.GetTaxonomy(context.Background(), s.c.Micropub.CategoriesTaxonomy)
 	if err != nil {
-		s.log.Warnw("could not fetch categories taxonomy", "taxonomy", s.c.Micropub.CategoriesTaxonomy, "err", err)
+		s.log.Errorw("failed to fetch categories taxonomy", "taxonomy", s.c.Micropub.CategoriesTaxonomy, "err", err)
 		return nil
 	}
 
@@ -279,7 +279,7 @@ func (m *micropubServer) syndicate(e *core.Entry, syndicators []string) {
 	// Get the photos to use during syndication
 	photos, err := m.getPhotos(e)
 	if err != nil {
-		m.s.log.Warnw("failed to get photos for syndication", "err", err)
+		m.s.log.Errorw("failed to get photos for syndication", "entry", e.ID, "err", err)
 		return
 	}
 
@@ -296,7 +296,7 @@ func (m *micropubServer) syndicate(e *core.Entry, syndicators []string) {
 		if syndicator, ok := m.s.syndicators[name]; ok {
 			syndication, removed, err := syndicator.Syndicate(context.Background(), e, photos)
 			if err != nil {
-				m.s.log.Warnw("failed to syndicate", "name", name, "err", err)
+				m.s.log.Errorw("failed to syndicate", "entry", e.ID, "syndicator", name, "err", err)
 				continue
 			}
 
@@ -317,7 +317,7 @@ func (m *micropubServer) syndicate(e *core.Entry, syndicators []string) {
 
 	err = m.s.core.SaveEntry(e)
 	if err != nil {
-		m.s.log.Warnw("failed save entry", "id", e.ID, "err", err)
+		m.s.log.Errorw("failed save entry", "id", e.ID, "err", err)
 	}
 }
 
@@ -354,7 +354,7 @@ func (m *micropubServer) postSave(e *core.Entry, req *micropub.Request, oldTarge
 
 		err := hookPlugin.PostSaveHook(e)
 		if err != nil {
-			m.s.n.Error(fmt.Errorf("plugin %s post save hook failed sync failed: %w", name, err))
+			m.s.log.Errorw("plugin post save hook failed", "plugin", name, "err", err)
 		}
 	}
 
@@ -367,12 +367,12 @@ func (m *micropubServer) postSave(e *core.Entry, req *micropub.Request, oldTarge
 			err = m.s.meilisearch.Add(e)
 		}
 		if err != nil {
-			m.s.n.Error(fmt.Errorf("meilisearch sync failed: %w", err))
+			m.s.log.Errorw("meilisearch sync failed", "err", err)
 		}
 	}
 
 	// Rebuild
-	m.s.buildNotify(false)
+	m.s.build(false)
 
 	// No further action for drafts or no webmentions
 	if e.Draft || e.NoWebmentions {
@@ -381,7 +381,7 @@ func (m *micropubServer) postSave(e *core.Entry, req *micropub.Request, oldTarge
 
 	err := m.s.core.SendWebmentions(e.Permalink, oldTargets...)
 	if err != nil {
-		m.s.n.Error(fmt.Errorf("sending webmentions failed: %w", err))
+		m.s.log.Errorw("failed to send webmentions", "id", e.ID, "err", err)
 	}
 }
 
diff --git a/server/panel.go b/server/panel.go
index 3480382e..736f44ce 100644
--- a/server/panel.go
+++ b/server/panel.go
@@ -226,7 +226,7 @@ func (s *Server) panelPostAction(w http.ResponseWriter, r *http.Request) {
 		return
 	}
 
-	go s.buildNotify(false)
+	go s.build(false)
 	s.servePanel(w, r, data)
 }
 
diff --git a/server/render.go b/server/render.go
index c388397a..7e978e79 100644
--- a/server/render.go
+++ b/server/render.go
@@ -70,7 +70,7 @@ func (s *Server) renderDocument(w http.ResponseWriter, r *http.Request, doc *goq
 	err := s.templates.ExecuteTemplate(&buf, template, data)
 	if err != nil {
 		w.WriteHeader(http.StatusInternalServerError)
-		s.n.Error(fmt.Errorf("serving html: %w", err))
+		s.log.Errorw("failed to serve html", "url", r.URL.Path, "err", err)
 		return
 	}
 
@@ -80,7 +80,7 @@ func (s *Server) renderDocument(w http.ResponseWriter, r *http.Request, doc *goq
 	html, err := doc.Html()
 	if err != nil {
 		w.WriteHeader(http.StatusInternalServerError)
-		s.n.Error(fmt.Errorf("serving html for %s: %w", r.URL.Path, err))
+		s.log.Errorw("failed to get document html", "url", r.URL.Path, "err", err)
 		return
 	}
 
@@ -88,7 +88,7 @@ func (s *Server) renderDocument(w http.ResponseWriter, r *http.Request, doc *goq
 	w.WriteHeader(code)
 	_, err = w.Write([]byte(html))
 	if err != nil {
-		s.n.Error(fmt.Errorf("serving html for %s: %w", r.URL.Path, err))
+		s.log.Errorw("failed to write html", "url", r.URL.Path, "err", err)
 	}
 }
 
@@ -111,7 +111,7 @@ func (s *Server) panelTemplate(w http.ResponseWriter, r *http.Request, code int,
 	w.WriteHeader(code)
 	err := panelTemplates.ExecuteTemplate(w, template, data)
 	if err != nil {
-		s.n.Error(fmt.Errorf("serving html: %w", err))
+		s.log.Errorw("failed to execute template", "url", r.URL.Path, "err", err)
 	}
 }
 
@@ -120,7 +120,7 @@ func (s *Server) serveJSON(w http.ResponseWriter, code int, data interface{}) {
 	w.WriteHeader(code)
 	err := json.NewEncoder(w).Encode(data)
 	if err != nil {
-		s.n.Error(fmt.Errorf("serving html: %w", err))
+		s.log.Errorw("failed to write JSON", "err", err)
 	}
 }
 
diff --git a/server/server.go b/server/server.go
index 56b96620..b779dec4 100644
--- a/server/server.go
+++ b/server/server.go
@@ -5,7 +5,6 @@ import (
 	"embed"
 	"encoding/base64"
 	"errors"
-	"fmt"
 	"html/template"
 	"net"
 	"net/http"
@@ -151,8 +150,7 @@ func (s *Server) Start() error {
 	if s.c.Tor {
 		err = s.startTor(errCh, router)
 		if err != nil {
-			err = fmt.Errorf("onion service failed to start: %w", err)
-			s.log.Error(err)
+			s.log.Errorw("onion service failed to start", "err", err)
 		}
 	}
 
@@ -233,20 +231,20 @@ func (s *Server) indexAll() {
 
 	entries, err := s.core.GetEntries(false)
 	if err != nil {
-		s.n.Error(err)
+		s.log.Errorw("failed to get entries", "err", err)
 		return
 	}
 
 	if s.meilisearch != nil {
 		err := s.meilisearch.ResetIndex()
 		if err != nil {
-			s.n.Error(err)
+			s.log.Errorw("failed to reset meilisearch index", "err", err)
 		}
 
 		start := time.Now()
 		err = s.meilisearch.Add(entries...)
 		if err != nil {
-			s.n.Error(err)
+			s.log.Errorw("failed to add to meilisearch index", "err", err)
 		}
 		s.log.Infof("meilisearch update took %dms", time.Since(start).Milliseconds())
 	}
@@ -254,7 +252,7 @@ func (s *Server) indexAll() {
 	if s.c.Micropub != nil {
 		err := s.bolt.ResetTaxonomies(context.Background())
 		if err != nil {
-			s.n.Error(err)
+			s.log.Errorw("failed to reset taxonomies", "err", err)
 		}
 
 		start := time.Now()
@@ -262,14 +260,14 @@ func (s *Server) indexAll() {
 		if s.c.Micropub.CategoriesTaxonomy != "" {
 			err = s.indexAllTaxonomies(entries, s.c.Micropub.CategoriesTaxonomy)
 			if err != nil {
-				s.n.Error(err)
+				s.log.Errorw("failed to index all taxonomies", "taxonomy", s.c.Micropub.CategoriesTaxonomy, "err", err)
 			}
 		}
 
 		if s.c.Micropub.ChannelsTaxonomy != "" {
 			err = s.indexAllTaxonomies(entries, s.c.Micropub.ChannelsTaxonomy)
 			if err != nil {
-				s.n.Error(err)
+				s.log.Errorw("failed to index all taxonomies", "taxonomy", s.c.Micropub.ChannelsTaxonomy, "err", err)
 			}
 		}
 
@@ -291,8 +289,7 @@ func (s *Server) withRecoverer(next http.Handler) http.Handler {
 	return http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
 		defer func() {
 			if rvr := recover(); rvr != nil && rvr != http.ErrAbortHandler {
-				err := fmt.Errorf("panic while serving: %v: %s", rvr, string(debug.Stack()))
-				s.n.Error(err)
+				s.log.Errorw("panic while serving", "rvr", rvr, "stack", string(debug.Stack()))
 				w.WriteHeader(http.StatusInternalServerError)
 			}
 		}()
@@ -329,7 +326,7 @@ func (s *Server) withSecurityHeaders(next http.Handler) http.Handler {
 func (s *Server) syncStorage() {
 	changedFiles, err := s.core.Sync()
 	if err != nil {
-		s.n.Error(fmt.Errorf("sync storage: %w", err))
+		s.log.Errorw("failed to sync storage", "err", err)
 		return
 	}
 
@@ -353,7 +350,7 @@ func (s *Server) syncStorage() {
 			buildClean = true
 			continue
 		} else if err != nil {
-			s.n.Error(fmt.Errorf("cannot open entry to update %s: %w", id, err))
+			s.log.Errorw("failed to open entry to update", "id", id, "err", err)
 			continue
 		} else {
 			ee = append(ee, e)
@@ -370,11 +367,11 @@ func (s *Server) syncStorage() {
 	if s.meilisearch != nil {
 		err = s.meilisearch.Add(ee...)
 		if err != nil {
-			s.n.Error(fmt.Errorf("meilisearch sync failed: %w", err))
+			s.log.Errorw("failed to add entries to meilisearch", "err", err)
 		}
 	}
 
-	s.buildNotify(buildClean)
+	s.build(buildClean)
 
 	// TODO: smh call postSave here
 
@@ -388,7 +385,7 @@ func (s *Server) syncStorage() {
 
 		err = s.core.SendWebmentions(e.Permalink, previousLinks[e.Permalink]...)
 		if err != nil {
-			s.n.Error(fmt.Errorf("send webmentions: %w", err))
+			s.log.Errorw("failed to send webmentions", "id", e.Permalink, "err", err)
 		}
 	}
 }
@@ -408,10 +405,10 @@ func idsFromChangedFiles(changedFiles []string) []string {
 	return ids
 }
 
-func (s *Server) buildNotify(clean bool) {
+func (s *Server) build(clean bool) {
 	err := s.core.Build(clean)
 	if err != nil {
-		s.n.Error(fmt.Errorf("build failed: %w", err))
+		s.log.Errorw("failed to build", "err", err)
 	}
 }
 
@@ -426,7 +423,7 @@ func (s *Server) buildHook(dir string) {
 	if oldFs != nil {
 		err := os.RemoveAll(oldFs.dir)
 		if err != nil {
-			s.n.Error(fmt.Errorf("could not delete old directory: %w", err))
+			s.log.Errorw("failed to delete old build directory", "path", oldFs.dir, "err", err)
 		}
 	}
 }
diff --git a/server/server_init.go b/server/server_init.go
index 700f00c8..ad5cfad4 100644
--- a/server/server_init.go
+++ b/server/server_init.go
@@ -178,7 +178,7 @@ func (s *Server) initCron() error {
 			}
 
 			if err := cronPlugin.DailyCron(); err != nil {
-				s.n.Error(fmt.Errorf("cron job (plugin %s): %w", name, err))
+				s.log.Errorw("plugin cron job execution failed", "plugin", name, "err", err)
 			}
 		}
 
diff --git a/server/webhook.go b/server/webhook.go
index d59238e9..43554ae1 100644
--- a/server/webhook.go
+++ b/server/webhook.go
@@ -30,7 +30,7 @@ func (s *Server) webhookPost(w http.ResponseWriter, r *http.Request) {
 	mac := hmac.New(sha1.New, []byte(s.c.WebhookSecret))
 	_, err = mac.Write(payload)
 	if err != nil {
-		s.log.Error("webhook: could not write mac", err)
+		s.log.Errorw("webhook: could not write mac", "err", err)
 		return
 	}
 	expectedMAC := hex.EncodeToString(mac.Sum(nil))
diff --git a/server/webmentions.go b/server/webmentions.go
index ff7db123..f5bfba44 100644
--- a/server/webmentions.go
+++ b/server/webmentions.go
@@ -85,7 +85,7 @@ func (s *Server) commentsPost(w http.ResponseWriter, r *http.Request) {
 		return
 	}
 
-	s.n.Info(fmt.Sprintf("💬 #mention pending approval for %q", e.Permalink))
+	s.n.Notify(fmt.Sprintf("💬 #mention pending approval for %q", e.Permalink))
 	http.Redirect(w, r, s.c.Comments.Redirect, http.StatusSeeOther)
 }
 
@@ -102,7 +102,7 @@ func (s *Server) webmentionPost(w http.ResponseWriter, r *http.Request) {
 	err := json.NewDecoder(r.Body).Decode(&payload)
 	if err != nil {
 		w.WriteHeader(http.StatusBadRequest)
-		s.log.Warnf("error when decoding webmention: %s", err.Error())
+		s.log.Errorw("error decoding webmention", "err", err)
 		return
 	}
 
@@ -120,20 +120,16 @@ func (s *Server) handleWebmention(payload *webmentionPayload) {
 	s.log.Infow("received webmention", "webmention", payload)
 	e, err := s.core.GetEntryFromPermalink(payload.Target)
 	if err != nil {
-		err = fmt.Errorf("could not get entry for permalink %s: %w", payload.Target, err)
-		s.log.Errorf("webmention", err)
-		s.n.Error(err)
+		s.log.Errorw("failed to get entry for permalink", "target", payload.Target, "err", err)
 		return
 	}
 
 	if payload.Deleted {
 		err = s.core.DeleteWebmention(e.ID, payload.Source)
 		if err != nil {
-			err = fmt.Errorf("could not delete webmention for %s: %w", payload.Target, err)
-			s.log.Errorf("webmention", err)
-			s.n.Error(err)
+			s.log.Errorw("failed to delete webmention", "target", payload.Target, "err", err)
 		} else {
-			s.n.Info(fmt.Sprintf("💬 #mention deleted for %q: %q", e.Permalink, payload.Source))
+			s.n.Notify(fmt.Sprintf("💬 #mention deleted for %q: %q", e.Permalink, payload.Source))
 		}
 		return
 	}
@@ -149,10 +145,8 @@ func (s *Server) handleWebmention(payload *webmentionPayload) {
 
 	err = s.bolt.AddMention(context.Background(), mention)
 	if err != nil {
-		err = fmt.Errorf("could not add webmention for %s: %w", payload.Target, err)
-		s.log.Errorf("webmention", err)
-		s.n.Error(err)
+		s.log.Errorw("failed to add webmention", "target", payload.Target, "err", err)
 	} else {
-		s.n.Info(fmt.Sprintf("💬 #mention pending approval for %q: %q", e.Permalink, payload.Source))
+		s.n.Notify(fmt.Sprintf("💬 #mention pending approval for %q: %q", e.Permalink, payload.Source))
 	}
 }
diff --git a/services/media/media.go b/services/media/media.go
index 24abcf61..c40d75e8 100644
--- a/services/media/media.go
+++ b/services/media/media.go
@@ -100,7 +100,7 @@ func (m *Media) upload(filename, ext string, data []byte) (string, error) {
 	if isImage(ext) {
 		str, err := m.uploadImage(filename, data)
 		if err != nil {
-			m.log.Warnf("could not upload image: %s", err.Error())
+			m.log.Errorf("failed to upload image", "filename", filename, "ext", ext, "err", err)
 		} else {
 			return str, nil
 		}
diff --git a/services/telegram/telegram.go b/services/telegram/telegram.go
index d24eb8f8..4df18d34 100644
--- a/services/telegram/telegram.go
+++ b/services/telegram/telegram.go
@@ -8,15 +8,15 @@ import (
 )
 
 type Telegram struct {
-	chat   int64
-	errLog *zap.SugaredLogger
-	bot    *tb.Bot
+	chat int64
+	log  *zap.SugaredLogger
+	bot  *tb.Bot
 }
 
 func NewTelegram(c *core.Telegram) (*Telegram, error) {
 	n := &Telegram{
-		chat:   c.ChatID,
-		errLog: log.S().Named("telegram"),
+		chat: c.ChatID,
+		log:  log.S().Named("telegram"),
 	}
 	bot, err := tb.NewBot(tb.Settings{Token: c.Token})
 	if err != nil {
@@ -27,26 +27,13 @@ func NewTelegram(c *core.Telegram) (*Telegram, error) {
 	return n, nil
 }
 
-func (n *Telegram) Info(msg string) {
+func (n *Telegram) Notify(msg string) {
 	_, err := n.bot.Send(&tb.Chat{ID: n.chat}, msg, &tb.SendOptions{
 		DisableWebPagePreview: true,
 		ParseMode:             tb.ModeDefault,
 	})
 
 	if err != nil {
-		n.errLog.Error(err)
-	}
-}
-
-func (n *Telegram) Error(err error) {
-	n.errLog.Error(err)
-
-	_, botErr := n.bot.Send(&tb.Chat{ID: n.chat}, "An error occurred:\n"+err.Error(), &tb.SendOptions{
-		DisableWebPagePreview: true,
-		ParseMode:             tb.ModeDefault,
-	})
-
-	if botErr != nil {
-		n.errLog.Error(err)
+		n.log.Error(err)
 	}
 }