diff --git a/bot/email.go b/bot/email.go
index 10f1a84..6b391af 100644
--- a/bot/email.go
+++ b/bot/email.go
@@ -171,7 +171,7 @@ func (b *Bot) sendFiles(ctx context.Context, roomID id.RoomID, files []*utils.Fi
 			continue
 		}
 		_, err = b.lp.Send(roomID, &event.MessageEventContent{
-			MsgType:   event.MsgFile,
+			MsgType:   file.MsgType,
 			Body:      req.FileName,
 			URL:       resp.ContentURI.CUString(),
 			RelatesTo: utils.RelatesTo(!noThreads, parentID),
diff --git a/go.mod b/go.mod
index ac9c322..774895f 100644
--- a/go.mod
+++ b/go.mod
@@ -6,6 +6,7 @@ require (
 	git.sr.ht/~xn/cache/v2 v2.0.0
 	github.com/emersion/go-msgauth v0.6.6
 	github.com/emersion/go-smtp v0.15.0
+	github.com/gabriel-vasile/mimetype v1.4.1
 	github.com/getsentry/sentry-go v0.13.0
 	github.com/jhillyerd/enmime v0.10.0
 	github.com/lib/pq v1.10.6
diff --git a/go.sum b/go.sum
index b2de36c..3fba51f 100644
--- a/go.sum
+++ b/go.sum
@@ -18,6 +18,8 @@ github.com/emersion/go-smtp v0.15.0 h1:3+hMGMGrqP/lqd7qoxZc1hTU8LY8gHV9RFGWlqSDm
 github.com/emersion/go-smtp v0.15.0/go.mod h1:qm27SGYgoIPRot6ubfQ/GpiPy/g3PaZAVRxiO/sDUgQ=
 github.com/emersion/go-textwrapper v0.0.0-20160606182133-d0e65e56babe/go.mod h1:aqO8z8wPrjkscevZJFVE1wXJrLpC5LtJG7fqLOsPb2U=
 github.com/emersion/go-textwrapper v0.0.0-20200911093747-65d896831594/go.mod h1:aqO8z8wPrjkscevZJFVE1wXJrLpC5LtJG7fqLOsPb2U=
+github.com/gabriel-vasile/mimetype v1.4.1 h1:TRWk7se+TOjCYgRth7+1/OYLNiRNIotknkFtf/dnN7Q=
+github.com/gabriel-vasile/mimetype v1.4.1/go.mod h1:05Vi0w3Y9c/lNvJOdmIwvrrAhX3rYhfQQCaf9VJcv7M=
 github.com/getsentry/sentry-go v0.13.0 h1:20dgTiUSfxRB/EhMPtxcL9ZEbM1ZdR+W/7f7NWD+xWo=
 github.com/getsentry/sentry-go v0.13.0/go.mod h1:EOsfu5ZdvKPfeHYV6pTVQnsjfp30+XA7//UooKNumH0=
 github.com/go-errors/errors v1.0.1 h1:LUHzmkK3GUKUrL/1gfBUxAHzcev3apQlezX/+O7ma6w=
@@ -95,6 +97,7 @@ golang.org/x/crypto v0.0.0-20220829220503-c86fa9a7ed90 h1:Y/gsMcFOcR+6S6f3YeMKl5
 golang.org/x/crypto v0.0.0-20220829220503-c86fa9a7ed90/go.mod h1:IxCIyHEi3zRg3s0A5j5BB6A9Jmi73HwBIUl50j+osU4=
 golang.org/x/net v0.0.0-20210501142056-aec3718b3fa0/go.mod h1:OJAsFXCWl8Ukc7SiCT/9KSuxbyM7479/AVlXFRxuMCk=
 golang.org/x/net v0.0.0-20211112202133-69e39bad7dc2/go.mod h1:9nx3DQGgdP8bBQD5qxJ1jj9UTztislL4KSBs9R2vV5Y=
+golang.org/x/net v0.0.0-20220624214902-1bab6f366d9e/go.mod h1:XRhObCWvk6IyKnWLug+ECip1KBveYUHfp+8e9klMJ9c=
 golang.org/x/net v0.0.0-20220826154423-83b083e8dc8b h1:ZmngSVLe/wycRns9MKikG9OWIEjGcGAkacif7oYQaUY=
 golang.org/x/net v0.0.0-20220826154423-83b083e8dc8b/go.mod h1:YDH+HFinaLZZlnHAfSS6ZXJJ9M9t4Dl22yv3iI2vPwk=
 golang.org/x/sys v0.0.0-20201119102817-f84b799fce68/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
@@ -102,11 +105,13 @@ golang.org/x/sys v0.0.0-20210423082822-04245dca01da/go.mod h1:h1NjWce9XRLGQEsW7w
 golang.org/x/sys v0.0.0-20210615035016-665e8c7367d1/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210630005230-0f9fa26af87c/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210927094055-39ccf1dd6fa6/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
+golang.org/x/sys v0.0.0-20220520151302-bc2c85ada10a/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20220811171246-fbc7d0a398ab/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20220829200755-d48e67d00261 h1:v6hYoSR9T5oet+pMXwUWkbiVqx/63mlHjefrHmxwfeY=
 golang.org/x/sys v0.0.0-20220829200755-d48e67d00261/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1/go.mod h1:bj7SfCRtBDWHUb9snDiAeCFNEtKQo2Wmx5Cou7ajbmo=
 golang.org/x/term v0.0.0-20210927222741-03fcf44c2211 h1:JGgROgKl9N8DuW20oFS5gxc+lE67/N3FcwmBPMe7ArY=
+golang.org/x/term v0.0.0-20210927222741-03fcf44c2211/go.mod h1:jbD1KX2456YbFQfuXm/mYQcufACuNUgVhRMnK/tPxf8=
 golang.org/x/text v0.3.2/go.mod h1:bEr9sfX3Q8Zfm5fL9x+3itogRgK3+ptLWKqgva+5dAk=
 golang.org/x/text v0.3.6/go.mod h1:5Zoc/QRtKVWzQhOtBMvqHzDpF6irO9z98xDceosuGiQ=
 golang.org/x/text v0.3.7 h1:olpwvP2KacW1ZWvsR7uQhoyTYvKAupfQrRGBFM352Gk=
diff --git a/smtp/msasession.go b/smtp/msasession.go
index 762a6ca..746568a 100644
--- a/smtp/msasession.go
+++ b/smtp/msasession.go
@@ -54,7 +54,7 @@ func (s *msasession) parseAttachments(parts []*enmime.Part) []*utils.File {
 		for _, err := range attachment.Errors {
 			s.log.Warn("attachment error: %v", err)
 		}
-		file := utils.NewFile(attachment.FileName, attachment.ContentType, attachment.Content)
+		file := utils.NewFile(attachment.FileName, attachment.Content)
 		files = append(files, file)
 	}
 
diff --git a/utils/file.go b/utils/file.go
index 25c6a98..06a14fe 100644
--- a/utils/file.go
+++ b/utils/file.go
@@ -2,25 +2,32 @@ package utils
 
 import (
 	"bytes"
+	"strings"
 
+	"github.com/gabriel-vasile/mimetype"
 	"maunium.net/go/mautrix"
+	"maunium.net/go/mautrix/event"
 )
 
 type File struct {
 	Name    string
 	Type    string
+	MsgType event.MessageType
 	Length  int
 	Content []byte
 }
 
-func NewFile(name, contentType string, content []byte) *File {
+func NewFile(name string, content []byte) *File {
 	file := &File{
 		Name:    name,
-		Type:    contentType,
 		Content: content,
 	}
 	file.Length = len(content)
 
+	mtype := mimetype.Detect(content)
+	file.Type = mtype.String()
+	file.MsgType = mimeMsgType(file.Type)
+
 	return file
 }
 
@@ -33,3 +40,23 @@ func (f *File) Convert() mautrix.ReqUploadMedia {
 		FileName:      f.Name,
 	}
 }
+
+func mimeMsgType(mime string) event.MessageType {
+	if mime == "" {
+		return event.MsgFile
+	}
+	if !strings.Contains(mime, "/") {
+		return event.MsgFile
+	}
+	msection := strings.SplitN(mime, "/", 1)[0]
+	switch msection {
+	case "image":
+		return event.MsgImage
+	case "video":
+		return event.MsgVideo
+	case "audio":
+		return event.MsgAudio
+	default:
+		return event.MsgFile
+	}
+}