diff --git a/cli/configssh.go b/cli/configssh.go
index f40fe484536b3..162c3c2a95855 100644
--- a/cli/configssh.go
+++ b/cli/configssh.go
@@ -198,6 +198,7 @@ func (r *RootCmd) configSSH() *clibase.Cmd {
 		dryRun              bool
 		skipProxyCommand    bool
 		forceUnixSeparators bool
+		coderCliPath        string
 	)
 	client := new(codersdk.Client)
 	cmd := &clibase.Cmd{
@@ -233,10 +234,16 @@ func (r *RootCmd) configSSH() *clibase.Cmd {
 				// that it's possible to capture the diff.
 				out = inv.Stderr
 			}
-			coderBinary, err := currentBinPath(out)
-			if err != nil {
-				return err
+
+			var err error
+			coderBinary := coderCliPath
+			if coderBinary == "" {
+				coderBinary, err = currentBinPath(out)
+				if err != nil {
+					return err
+				}
 			}
+
 			escapedCoderBinary, err := sshConfigExecEscape(coderBinary, forceUnixSeparators)
 			if err != nil {
 				return xerrors.Errorf("escape coder binary for ssh failed: %w", err)
@@ -501,6 +508,24 @@ func (r *RootCmd) configSSH() *clibase.Cmd {
 			Description: "Specifies the path to an SSH config.",
 			Value:       clibase.StringOf(&sshConfigFile),
 		},
+		{
+			Flag:    "coder-binary-path",
+			Env:     "CODER_SSH_CONFIG_BINARY_PATH",
+			Default: "",
+			Description: "Optionally specify the absolute path to the coder binary used in ProxyCommand. " +
+				"By default, the binary invoking this command ('config ssh') is used.",
+			Value: clibase.Validate(clibase.StringOf(&coderCliPath), func(value *clibase.String) error {
+				if runtime.GOOS == goosWindows {
+					// For some reason filepath.IsAbs() does not work on windows.
+					return nil
+				}
+				absolute := filepath.IsAbs(value.String())
+				if !absolute {
+					return xerrors.Errorf("coder cli path must be an absolute path")
+				}
+				return nil
+			}),
+		},
 		{
 			Flag:          "ssh-option",
 			FlagShorthand: "o",
diff --git a/cli/configssh_test.go b/cli/configssh_test.go
index f502304373f80..34da7dd03fcc0 100644
--- a/cli/configssh_test.go
+++ b/cli/configssh_test.go
@@ -216,18 +216,20 @@ func TestConfigSSH_FileWriteAndOptionsFlow(t *testing.T) {
 		ssh string
 	}
 	type wantConfig struct {
-		ssh string
+		ssh        string
+		regexMatch string
 	}
 	type match struct {
 		match, write string
 	}
 	tests := []struct {
-		name        string
-		args        []string
-		matches     []match
-		writeConfig writeConfig
-		wantConfig  wantConfig
-		wantErr     bool
+		name         string
+		args         []string
+		matches      []match
+		writeConfig  writeConfig
+		wantConfig   wantConfig
+		wantErr      bool
+		echoResponse *echo.Responses
 	}{
 		{
 			name: "Config file is created",
@@ -579,6 +581,20 @@ func TestConfigSSH_FileWriteAndOptionsFlow(t *testing.T) {
 			},
 			wantErr: true,
 		},
+		{
+			name: "Custom CLI Path",
+			args: []string{
+				"-y", "--coder-binary-path", "/foo/bar/coder",
+			},
+			wantErr: false,
+			echoResponse: &echo.Responses{
+				Parse:          echo.ParseComplete,
+				ProvisionApply: echo.ProvisionApplyWithAgent(""),
+			},
+			wantConfig: wantConfig{
+				regexMatch: "ProxyCommand /foo/bar/coder",
+			},
+		},
 	}
 	for _, tt := range tests {
 		tt := tt
@@ -588,7 +604,7 @@ func TestConfigSSH_FileWriteAndOptionsFlow(t *testing.T) {
 			var (
 				client    = coderdtest.New(t, &coderdtest.Options{IncludeProvisionerDaemon: true})
 				user      = coderdtest.CreateFirstUser(t, client)
-				version   = coderdtest.CreateTemplateVersion(t, client, user.OrganizationID, nil)
+				version   = coderdtest.CreateTemplateVersion(t, client, user.OrganizationID, tt.echoResponse)
 				_         = coderdtest.AwaitTemplateVersionJob(t, client, version.ID)
 				project   = coderdtest.CreateTemplate(t, client, user.OrganizationID, version.ID)
 				workspace = coderdtest.CreateWorkspace(t, client, user.OrganizationID, project.ID)
@@ -627,9 +643,14 @@ func TestConfigSSH_FileWriteAndOptionsFlow(t *testing.T) {
 
 			<-done
 
-			if tt.wantConfig.ssh != "" {
+			if tt.wantConfig.ssh != "" || tt.wantConfig.regexMatch != "" {
 				got := sshConfigFileRead(t, sshConfigName)
-				assert.Equal(t, tt.wantConfig.ssh, got)
+				if tt.wantConfig.ssh != "" {
+					assert.Equal(t, tt.wantConfig.ssh, got)
+				}
+				if tt.wantConfig.regexMatch != "" {
+					assert.Regexp(t, tt.wantConfig.regexMatch, got, "regex match")
+				}
 			}
 		})
 	}
diff --git a/cli/testdata/coder_config-ssh_--help.golden b/cli/testdata/coder_config-ssh_--help.golden
index 857962b27141b..8aa547ccb467f 100644
--- a/cli/testdata/coder_config-ssh_--help.golden
+++ b/cli/testdata/coder_config-ssh_--help.golden
@@ -12,6 +12,11 @@ Add an SSH Host entry for your workspaces "ssh coder.workspace"
       $ coder config-ssh --dry-run 
 
 Options
+      --coder-binary-path string, $CODER_SSH_CONFIG_BINARY_PATH
+          Optionally specify the absolute path to the coder binary used in
+          ProxyCommand. By default, the binary invoking this command ('config
+          ssh') is used.
+
   -n, --dry-run bool, $CODER_SSH_DRY_RUN
           Perform a trial run with no changes made, showing a diff at the end.
 
diff --git a/docs/cli/config-ssh.md b/docs/cli/config-ssh.md
index 6178e207e1d30..9d5196c824827 100644
--- a/docs/cli/config-ssh.md
+++ b/docs/cli/config-ssh.md
@@ -25,6 +25,15 @@ coder config-ssh [flags]
 
 ## Options
 
+### --coder-binary-path
+
+|             |                                            |
+| ----------- | ------------------------------------------ |
+| Type        | <code>string</code>                        |
+| Environment | <code>$CODER_SSH_CONFIG_BINARY_PATH</code> |
+
+Optionally specify the absolute path to the coder binary used in ProxyCommand. By default, the binary invoking this command ('config ssh') is used.
+
 ### -n, --dry-run
 
 |             |                                 |