I can not understand why I do not work auto messages and replies. The gamble of the players works well.

{
  "Chat Prefix": "<color=#FFFFFF>Server: </color>",
  "Show Chat Prefix": true,
  "Bot Icon (SteamID)": 0,
  "Cooldown Between Auto Responses For User": "10s",
  "Global Cooldown Between Auto Responses": "2s",
  "Use Default Chat (0), Chat Plus (1), Better Chat (2)": 2,
  "Debug": false,
  "Allow Multiple Auto Responses": true,
  "Minimal Time Between Message And Answer": 1.0,
  "Maximal Time Between Message And Answer": 3.0,
  "Welcome Message": [
    "Welcome, {name}!",
    "Hello, dear {name}!"
  ],
  "Welcome Message Enabled": false,
  "Joining Message": [
    "Welcome, {name}!"
  ],
  "Leaving Message": [
    "{name} left the game."
  ],
  "Joining Message Enabled": true,
  "Leaving Message Enabled": true,
  "Show Joining Message To Player That Joined": true,
  "Show Leaving Message To Player That Left": true,
  "Auto Messages": [
    {
      "Permission": "smartchatbot.messages",
      "Message Frequency": "5m",
      "Auto Messages": [
        {
          "Is Enabled": true,
          "Message": "test auto messages"
        }
      ]
    }
  ],
  "Auto Responses": [
    {
      "Permission": "smartchatbot.response",
      "Auto Responses": [
        {
          "Is Enabled": true,
          "Remove Message From Sender": true,
          "Send Response For Everyone (true) or Only For Sender (false)": false,
          "Triggers": [
            {
              "Percentage Of Contained Words": 0.75,
              "Regex Enabled": true,
              "Words": [
                "wipe",
                "last wipe",
                "info",
                "server info"
              ]
            }
          ],
          "Answers": [
            "Last wipe: 25.01.2020",
            "Next wipe: 31.01.2020"
          ]
        }
      ]
    }
  ]
}​

Because you have % of words set to 75% so this means it should contain "info, serverinfo, wipe" at once or any other three entries. Most likely you've meant 0.25 so that at least one of them or two 0.5 ? And make sure you've granted the permission

Yes it works, thanks. But it sends only one line of message, how can I output 2 lines at once? and this config section also does not work

Auto Messages": [
    {
      "Permission": "smartchatbot.messages",
      "Message Frequency": "5m",
      "Auto Messages": [
        {
          "Is Enabled": true,
          "Message": "test auto messages"
        }
      ]
    }
  ],​

Use \n as a new line sign

Merged post

And it does work, you just most likely forgot again to grant the permission

everything works great, thnx..!