Power settings, including sleep and wake:
What settings are active?
What is keeping your mac awake?
pmset -g assertions
To find out what woke up your mac, run this before sleep:
pmset -g assertionslog
While this is running, you can find out the state of your assertions with CTRL-T
Assertion status system-wide:
Outlook is (for comparison purposes) a glorified IMAP server. EG it keeps everything on the server and Outlook is just viewing and changing data on the server.
So what you need to do is to tell Outlook to stop looking on the server for changes, which it does every few seconds.
Fortunately there has been an option in Outlook for a long time to allow you to ...
You can turn it off in System Pref -> Notifications. Some settings let you hide it from desktop while keeping it in Notification Centre for future
DND is another remedy.
Another way is to temporarily uncheck all the services you use with the account in System Pref -> Internet accounts, select account and uncheck all in "Use with"
In your example it is not possible to say whether the HTTPS protocol + Proxy has the same security level as a VPN. It really depends a lot on the specifics - i.e. which VPN software, what settings, etc.
However, in general you could say that it is possible to configure an SSL/TLS encrypted proxy and a VPN software to do the same kind of encryption with the ...
I have come to the conclusion that a VPN simply causes a lot of connection issues when dealing with iOS and watchOS. For example, I found that iMessage and standard texts were not working correctly on my iPhone when my VPN was on. This is all besides the Apple Watch connection issues.
My answer is a non-answer in that VPNs and iOS/WatchOS do not play well ...
I am now using a very comfortable workaround with AnnyConnect CLI and Keychain.
Say I want to connect to foo.bar.com with account foo and password bar.
Save foo and bar pair in Keychain (under login not iCloud) with name fookey
Run the following bash script to connect (save it in /usr/local/bin)
/opt/cisco/anyconnect/bin/vpn connect foo.bar.com -s <<...