diff --git a/src/lib/auth/AuthProviders/OAuthAuthenticator/index.ts b/src/lib/auth/AuthProviders/OAuthAuthenticator/index.ts
index f67832f08..a5ef4d6e8 100644
--- a/src/lib/auth/AuthProviders/OAuthAuthenticator/index.ts
+++ b/src/lib/auth/AuthProviders/OAuthAuthenticator/index.ts
@@ -1,10 +1,14 @@
 import axios from 'axios'
 import { createHash } from 'crypto'
+import isWsl from 'is-wsl'
 import jwt from 'jsonwebtoken'
 import opn from 'opn'
 import { join } from 'path'
+import { logger } from '../../../../api'
 import { VTEXID } from '../../../../api/clients/IOClients/external/VTEXID'
 import { storeUrl } from '../../../../api/storeUrl'
+import { ColorifyConstants } from '../../../constants/Colors'
+import { formatHyperlink } from '../../../utils/Messages'
 import { randomCryptoString } from '../../../utils/randomCryptoString'
 import { spawnUnblockingChildProcess } from '../../../utils/spawnUnblockingChildProcess'
 import { AuthProviderBase } from '../AuthProviderBase'
@@ -39,6 +43,12 @@ export class OAuthAuthenticator extends AuthProviderBase {
       const url = await this.loginUrl(account, loginState)
       opn(url, { wait: false })
 
+      if(isWsl) {
+        logger.warn("We noticed you're using WSL, in which case you may face login issues depending on you WSL version.")
+        logger.warn(`If you do, make sure your Windows is up to date and try again${formatHyperlink('', "https://support.microsoft.com/en-us/help/4027667/windows-10-update")}.`)
+        logger.warn(`In case login errors persist after updating please create an issue on ${ColorifyConstants.URL_INTERACTIVE("https://github.com/vtex/toolbelt/issues")}. We'll promptly help you finding a solution.`)
+      }
+
       const token = await loginServer.token
       const decodedToken = jwt.decode(token)
       const login: string = decodedToken.sub