How to check Outlook desktop app account connection problems with Outlook.com or Hotmail.com blocked, stopped, not working, authentication problems

Recently my Kasperksy VPN IP addresse range has been blocked by Microsoft Endpoint protection uses the SPAMHaus.org list, which blocked Kaspersky's address ranges. 

Here's how to check if your VPN blocks your connectivity to your mail server. 

1) Run Cmd.exe

2) Issue nslookup  (while command while connected with your vpn)

3) Type set type = mx (we going to find the mail server record (mx) for this url)

4)  Use domain for you email address (metadataconsulting@outlook.com) domain is outlook.com

Type outlook.com

C:\>nslookup
Default Server:  dns.google
Address:  8.8.8.8

> set type=mx
> outlook.com
Server:  dns.google
Address:  8.8.8.8

Non-authoritative answer:
outlook.com     MX preference = 5, mail exchanger = outlook-com.olc.protection.outlook.com
>

4) Grab mail exchanger value "outlook-com.olc.protection.outlook.com", 

this is your SMTP  (Simple Mail Transfer Protocol) server address for outlook.com. 

For Outlook, aliases are also addresses are outlook.office365.com, outlook.ha.office365.com etc.

5) Exit (Ctrl-c)

6) ping outlook-com.olc.protection.outlook.com 

Pinging outlook-com.olc.protection.outlook.com [104.47.55.33] with 32 bytes of data:
Request timed out.
Request timed out.
Request timed out.
Request timed out.

Ping statistics for 104.47.55.33:
    Packets: Sent = 4, Received = 0, Lost = 4 (100% loss),

Non-authoritative answer:
outlook.com     MX preference = 5, mail exchanger = outlook-com.olc.protection.outlook.com
>

Seems it's not reachable by ping.

Well,  let's try with telnet to test this SMTP server, on standard SMTP port 25. 

This is standard way administrators use to test their mail servers. 

7) Issue telnet outlook-com.olc.protection.outlook.com 25

Returns he its back.....okay we are in

220 DM6NAM10FT023.mail.protection.outlook.com Microsoft ESMTP MAIL Service ready at Mon, 8 Feb 2021 20:59:11 +0000

8) Issue EHLO or HELO 

EHLO metadataconsulting.ca
250-BN8NAM12FT031.mail.protection.outlook.com Hello [107.181.177.255]
250-SIZE 49283072
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8

9) Issue MAIL FROM: tony@outlook.com

550 5.7.1 Service unavailable, Client host [107.181.177.255] blocked using Spamhaus.
To request removal from this list see https://www.spamhaus.org/query/ip/107.181.177.255
12.prod.protection.outlook.com]

10) Kasperky VPN Address blocked by https://www.spamhaus.org/query/ip/

BTW a result and email address check would be return the following, this is using google mail server.

MAIL FROM from SMTP Server : 250 2.1.0 OK m22si19950956pgu.215 - gsmtp
RCPT TO from SMTP Server : 250 2.1.5 OK m22si19950956pgu.215 - gsmtp