diff --git a/internal/bridge/bridge.go b/internal/bridge/bridge.go
index d294f62b..94abb4d6 100644
--- a/internal/bridge/bridge.go
+++ b/internal/bridge/bridge.go
@@ -19,7 +19,6 @@
 package bridge
 
 import (
-	"context"
 	"fmt"
 	"strconv"
 	"time"
@@ -126,19 +125,6 @@ func (b *Bridge) heartbeat() {
 	}
 }
 
-// ReportBug reports a new bug from the user.
-func (b *Bridge) ReportBug(osType, osVersion, description, accountName, address, emailClient string) error {
-	return b.clientManager.ReportBug(context.Background(), pmapi.ReportBugReq{
-		OS:          osType,
-		OSVersion:   osVersion,
-		Browser:     emailClient,
-		Title:       "[Bridge] Bug",
-		Description: description,
-		Username:    accountName,
-		Email:       address,
-	})
-}
-
 // GetUpdateChannel returns currently set update channel.
 func (b *Bridge) GetUpdateChannel() updater.UpdateChannel {
 	return updater.UpdateChannel(b.settings.Get(settings.UpdateChannelKey))
diff --git a/internal/bridge/bug_report.go b/internal/bridge/bug_report.go
new file mode 100644
index 00000000..0b2fd576
--- /dev/null
+++ b/internal/bridge/bug_report.go
@@ -0,0 +1,199 @@
+// Copyright (c) 2021 Proton Technologies AG
+//
+// This file is part of ProtonMail Bridge.
+//
+// ProtonMail Bridge is free software: you can redistribute it and/or modify
+// it under the terms of the GNU General Public License as published by
+// the Free Software Foundation, either version 3 of the License, or
+// (at your option) any later version.
+//
+// ProtonMail Bridge is distributed in the hope that it will be useful,
+// but WITHOUT ANY WARRANTY; without even the implied warranty of
+// MERCHANTABILITY or FITNESS FOR A PARTICULAR PURPOSE.  See the
+// GNU General Public License for more details.
+//
+// You should have received a copy of the GNU General Public License
+// along with ProtonMail Bridge.  If not, see <https://www.gnu.org/licenses/>.
+
+package bridge
+
+import (
+	"archive/zip"
+	"bytes"
+	"context"
+	"errors"
+	"io"
+	"io/ioutil"
+	"os"
+	"path/filepath"
+	"sort"
+
+	"github.com/ProtonMail/proton-bridge/internal/logging"
+	"github.com/ProtonMail/proton-bridge/pkg/pmapi"
+)
+
+const MaxAttachmentSize = 7 * 1024 * 1024 // 7 MB total limit
+const MaxCompressedFilesCount = 6
+
+var ErrSizeTooLarge = errors.New("file is too big")
+
+// ReportBug reports a new bug from the user.
+func (b *Bridge) ReportBug(osType, osVersion, description, accountName, address, emailClient string, attachLogs bool) error {
+	report := pmapi.ReportBugReq{
+		OS:          osType,
+		OSVersion:   osVersion,
+		Browser:     emailClient,
+		Title:       "[Bridge] Bug",
+		Description: description,
+		Username:    accountName,
+		Email:       address,
+	}
+
+	if attachLogs {
+		logs, err := b.getMatchingLogs(
+			func(filename string) bool {
+				return logging.MatchLogName(filename) && !logging.MatchStackTraceName(filename)
+			},
+		)
+		if err != nil {
+			log.WithError(err).Error("Can't get log files list")
+		}
+		crashes, err := b.getMatchingLogs(
+			func(filename string) bool {
+				return logging.MatchLogName(filename) && logging.MatchStackTraceName(filename)
+			},
+		)
+		if err != nil {
+			log.WithError(err).Error("Can't get crash files list")
+		}
+
+		var matchFiles []string
+
+		matchFiles = append(matchFiles, logs[max(0, len(logs)-(MaxCompressedFilesCount/2)):]...)
+		matchFiles = append(matchFiles, crashes[max(0, len(crashes)-(MaxCompressedFilesCount/2)):]...)
+
+		archive, err := zipFiles(matchFiles)
+		if err != nil {
+			log.WithError(err).Error("Can't zip logs and crashes")
+		}
+
+		if archive != nil {
+			report.AddAttachment("logs.zip", "application/zip", archive)
+		}
+	}
+
+	return b.clientManager.ReportBug(context.Background(), report)
+}
+
+func max(a, b int) int {
+	if a > b {
+		return a
+	}
+	return b
+}
+
+func (b *Bridge) getMatchingLogs(filenameMatchFunc func(string) bool) (filenames []string, err error) {
+	logsPath, err := b.locations.ProvideLogsPath()
+	if err != nil {
+		return nil, err
+	}
+
+	files, err := ioutil.ReadDir(logsPath)
+	if err != nil {
+		return nil, err
+	}
+
+	var matchFiles []string
+
+	for _, file := range files {
+		if filenameMatchFunc(file.Name()) {
+			matchFiles = append(matchFiles, filepath.Join(logsPath, file.Name()))
+		}
+	}
+	sort.Strings(matchFiles) // Sorted by timestamp: oldest first.
+
+	return matchFiles, nil
+}
+
+type LimitedBuffer struct {
+	capacity int
+	buf      *bytes.Buffer
+}
+
+func NewLimitedBuffer(capacity int) *LimitedBuffer {
+	return &LimitedBuffer{
+		capacity: capacity,
+		buf:      bytes.NewBuffer(make([]byte, 0, capacity)),
+	}
+}
+
+func (b *LimitedBuffer) Write(p []byte) (n int, err error) {
+	if len(p)+b.buf.Len() > b.capacity {
+		return 0, ErrSizeTooLarge
+	}
+
+	return b.buf.Write(p)
+}
+
+func (b *LimitedBuffer) Read(p []byte) (n int, err error) {
+	return b.buf.Read(p)
+}
+
+func zipFiles(filenames []string) (io.Reader, error) {
+	if len(filenames) == 0 {
+		return nil, nil
+	}
+
+	buf := NewLimitedBuffer(MaxAttachmentSize)
+
+	w := zip.NewWriter(buf)
+	defer w.Close() //nolint[errcheck]
+
+	for _, file := range filenames {
+		err := addFileToZip(file, w)
+		if err != nil {
+			return nil, err
+		}
+	}
+
+	if err := w.Close(); err != nil {
+		return nil, err
+	}
+
+	return buf, nil
+}
+
+func addFileToZip(filename string, writer *zip.Writer) error {
+	fileReader, err := os.Open(filepath.Clean(filename))
+	if err != nil {
+		return err
+	}
+	defer fileReader.Close() //nolint[errcheck]
+
+	fileInfo, err := fileReader.Stat()
+	if err != nil {
+		return err
+	}
+
+	header, err := zip.FileInfoHeader(fileInfo)
+	if err != nil {
+		return err
+	}
+
+	header.Method = zip.Deflate
+	header.Name = filepath.Base(filename)
+
+	fileWriter, err := writer.CreateHeader(header)
+	if err != nil {
+		return err
+	}
+
+	_, err = io.Copy(fileWriter, fileReader)
+	if err != nil {
+		return err
+	}
+
+	err = fileReader.Close()
+
+	return err
+}
diff --git a/internal/bridge/types.go b/internal/bridge/types.go
index 1077acf9..fe0a541f 100644
--- a/internal/bridge/types.go
+++ b/internal/bridge/types.go
@@ -26,6 +26,7 @@ import (
 type Locator interface {
 	Clear() error
 	ClearUpdates() error
+	ProvideLogsPath() (string, error)
 }
 
 type CacheProvider interface {
diff --git a/internal/frontend/qt/frontend_help.go b/internal/frontend/qt/frontend_help.go
index e105e0f4..588375e2 100644
--- a/internal/frontend/qt/frontend_help.go
+++ b/internal/frontend/qt/frontend_help.go
@@ -19,6 +19,8 @@
 
 package qt
 
+import "github.com/therecipe/qt/core"
+
 func (f *FrontendQt) setVersion() {
 	f.qml.SetVersion(f.programVersion)
 }
@@ -41,5 +43,21 @@ func (f *FrontendQt) setCurrentEmailClient() {
 }
 
 func (f *FrontendQt) reportBug(description, address, emailClient string, includeLogs bool) {
-	//TODO
+	defer f.qml.ReportBugFinished()
+
+	if err := f.bridge.ReportBug(
+		core.QSysInfo_ProductType(),
+		core.QSysInfo_PrettyProductName(),
+		description,
+		"Unknown account",
+		address,
+		emailClient,
+		includeLogs,
+	); err != nil {
+		f.log.WithError(err).Error("Failed to report bug")
+		f.qml.BugReportSendError()
+		return
+	}
+
+	f.qml.BugReportSendSuccess()
 }
diff --git a/internal/frontend/types/types.go b/internal/frontend/types/types.go
index d1c63308..31a7fe75 100644
--- a/internal/frontend/types/types.go
+++ b/internal/frontend/types/types.go
@@ -74,7 +74,7 @@ type User interface {
 type Bridger interface {
 	UserManager
 
-	ReportBug(osType, osVersion, description, accountName, address, emailClient string) error
+	ReportBug(osType, osVersion, description, accountName, address, emailClient string, attachLogs bool) error
 	AllowProxy()
 	DisallowProxy()
 	EnableCache() error
diff --git a/internal/logging/clear.go b/internal/logging/clear.go
index e228145b..13c3ee4d 100644
--- a/internal/logging/clear.go
+++ b/internal/logging/clear.go
@@ -26,7 +26,7 @@ import (
 	"github.com/sirupsen/logrus"
 )
 
-func clearLogs(logDir string, maxLogs int) error {
+func clearLogs(logDir string, maxLogs int, maxCrashes int) error {
 	files, err := ioutil.ReadDir(logDir)
 	if err != nil {
 		return err
@@ -36,8 +36,8 @@ func clearLogs(logDir string, maxLogs int) error {
 	var crashesWithPrefix []string
 
 	for _, file := range files {
-		if matchLogName(file.Name()) {
-			if matchStackTraceName(file.Name()) {
+		if MatchLogName(file.Name()) {
+			if MatchStackTraceName(file.Name()) {
 				crashesWithPrefix = append(crashesWithPrefix, file.Name())
 			} else {
 				logsWithPrefix = append(logsWithPrefix, file.Name())
@@ -46,7 +46,7 @@ func clearLogs(logDir string, maxLogs int) error {
 			// Older versions of Bridge stored logs in subfolders for each version.
 			// That also has to be cleared and the functionality can be removed after some time.
 			if file.IsDir() {
-				if err := clearLogs(filepath.Join(logDir, file.Name()), maxLogs); err != nil {
+				if err := clearLogs(filepath.Join(logDir, file.Name()), maxLogs, maxCrashes); err != nil {
 					return err
 				}
 			} else {
@@ -56,7 +56,7 @@ func clearLogs(logDir string, maxLogs int) error {
 	}
 
 	removeOldLogs(logDir, logsWithPrefix, maxLogs)
-	removeOldLogs(logDir, crashesWithPrefix, maxLogs)
+	removeOldLogs(logDir, crashesWithPrefix, maxCrashes)
 
 	return nil
 }
@@ -76,10 +76,10 @@ func removeOldLogs(logDir string, filenames []string, maxLogs int) {
 func removeLog(logDir, filename string) {
 	// We need to be sure to delete only log files.
 	// Directory with logs can also contain other files.
-	if !matchLogName(filename) {
+	if !MatchLogName(filename) {
 		return
 	}
-	if err := os.RemoveAll(filepath.Join(logDir, filename)); err != nil {
-		logrus.WithError(err).Error("Failed to remove old logs")
+	if err := os.Remove(filepath.Join(logDir, filename)); err != nil {
+		logrus.WithError(err).Error("Failed to remove", filepath.Join(logDir, filename))
 	}
 }
diff --git a/internal/logging/crash.go b/internal/logging/crash.go
index cc3c8a2c..6b8d1762 100644
--- a/internal/logging/crash.go
+++ b/internal/logging/crash.go
@@ -57,6 +57,6 @@ func getStackTraceName(version, revision string) string {
 	return fmt.Sprintf("v%v_%v_crash_%v.log", version, revision, time.Now().Unix())
 }
 
-func matchStackTraceName(name string) bool {
+func MatchStackTraceName(name string) bool {
 	return regexp.MustCompile(`^v.*_crash_.*\.log$`).MatchString(name)
 }
diff --git a/internal/logging/logging.go b/internal/logging/logging.go
index 62b886e8..c19c19f1 100644
--- a/internal/logging/logging.go
+++ b/internal/logging/logging.go
@@ -31,12 +31,17 @@ import (
 )
 
 const (
-	// MaxLogSize defines the maximum log size we should permit.
-	// Zendesk has a file size limit of 20MB. When the last N log files are zipped,
-	// it should fit under 20MB. So here we permit up to 10MB (most files are a few hundred kB).
-	MaxLogSize = 10 * 2 << 20
+	// MaxLogSize defines the maximum log size we should permit: 5 MB
+	//
+	// The Zendesk limit for an attachement is 50MB and this is what will
+	// be allowed via the API. However, if that fails for some reason, the
+	// fallback is sending the report via email, which has a limit of 10mb
+	// total or 7MB per file. Since we can produce up to 6 logs, and we
+	// compress all the files (avarage compression - 80%), we need to have
+	// a limit of 30MB total before compression, hence 5MB per log file.
+	MaxLogSize = 5 * 1024 * 1024
 
-	// MaxLogs defines how many old log files should be kept.
+	// MaxLogs defines how many log files should be kept.
 	MaxLogs = 3
 )
 
@@ -56,7 +61,8 @@ func Init(logsPath string) error {
 	})
 
 	rotator, err := NewRotator(MaxLogSize, func() (io.WriteCloser, error) {
-		if err := clearLogs(logsPath, MaxLogs); err != nil {
+		// Leaving MaxLogs-1 since new log file will be opened right away.
+		if err := clearLogs(logsPath, MaxLogs-1, MaxLogs); err != nil {
 			return nil, err
 		}
 
@@ -91,6 +97,6 @@ func getLogName(version, revision string) string {
 	return fmt.Sprintf("v%v_%v_%v.log", version, revision, time.Now().Unix())
 }
 
-func matchLogName(name string) bool {
+func MatchLogName(name string) bool {
 	return regexp.MustCompile(`^v.*\.log$`).MatchString(name)
 }
diff --git a/internal/logging/logging_test.go b/internal/logging/logging_test.go
index df1e0bbf..e6193448 100644
--- a/internal/logging/logging_test.go
+++ b/internal/logging/logging_test.go
@@ -36,7 +36,7 @@ func TestClearLogs(t *testing.T) {
 	require.NoError(t, ioutil.WriteFile(filepath.Join(dir, "v2_12.log"), []byte("Hello"), 0755))
 	require.NoError(t, ioutil.WriteFile(filepath.Join(dir, "v2_13.log"), []byte("Hello"), 0755))
 
-	require.NoError(t, clearLogs(dir, 3))
+	require.NoError(t, clearLogs(dir, 3, 0))
 	checkFileNames(t, dir, []string{
 		"other.log",
 		"v1_11.log",
diff --git a/pkg/pmapi/manager_report.go b/pkg/pmapi/manager_report.go
index 6d08f935..c14f40c3 100644
--- a/pkg/pmapi/manager_report.go
+++ b/pkg/pmapi/manager_report.go
@@ -38,7 +38,7 @@ func (m *manager) ReportBug(ctx context.Context, rep ReportBugReq) error {
 	r := m.r(ctx).SetMultipartFormData(rep.GetMultipartFormData())
 
 	for _, att := range rep.Attachments {
-		r = r.SetMultipartField(att.name, att.filename, "application/octet-stream", att.body)
+		r = r.SetMultipartField(att.name, att.name, att.mime, att.body)
 	}
 
 	if _, err := wrapNoConnection(r.Post("/reports/bug")); err != nil {
diff --git a/pkg/pmapi/manager_report_types.go b/pkg/pmapi/manager_report_types.go
index e00d2a23..4bb21f43 100644
--- a/pkg/pmapi/manager_report_types.go
+++ b/pkg/pmapi/manager_report_types.go
@@ -29,8 +29,8 @@ const (
 )
 
 type reportAtt struct {
-	name, filename string
-	body           io.Reader
+	name, mime string
+	body       io.Reader
 }
 
 // ReportBugReq stores data for report.
@@ -56,8 +56,8 @@ type ReportBugReq struct {
 }
 
 // AddAttachment to report.
-func (rep *ReportBugReq) AddAttachment(name, filename string, r io.Reader) {
-	rep.Attachments = append(rep.Attachments, reportAtt{name: name, filename: filename, body: r})
+func (rep *ReportBugReq) AddAttachment(name, mime string, r io.Reader) {
+	rep.Attachments = append(rep.Attachments, reportAtt{name: name, mime: mime, body: r})
 }
 
 func (rep *ReportBugReq) GetMultipartFormData() map[string]string {