PLEASE HELP. Super Confused w/ Raspberry Pi 4 SSH Setup on Mac 10.15.7

Question

Being a newb, I should have started this process 3 weeks ago so I could troubleshoot, but I'm in a hell of a bind. Trying to login to SSH on my Raspberry Pi via my Mac OSX terminal. When using the imager (via my mac) I added all of the info about my LAN, home server's IP address, etc. I keep encountering two issues:

1. Every time I get through terminal and enter the password that I’ve setup in the advanced menu via the RP imager, I eventually get a message that says, “Permission Denied,” even though it’s the exact same pw I created.

2. Alternatively, now, when I try to ssh into the Raspberry Pi by identifying ssh, the IP address of the Pi, etc., I either get an error message that says that port 22's connection is refused or -- when trying log back in via the terminal command, ssh pi@raspberrypi: "could not resolve hostname raspberrypi: nodename nor servname provided, or known." Finally, when I try to use ssh-keygen - R with my IP address, it says that the address is not found in my known hosts, even though I just sourced the IP from my system with nmap.

I've also gone in and removed all info about previous known-hosts by using the nano ~/.ssh/known_hosts command to reset everything whenever I've had an issue. Please help.

Answer 1

It is unclear what you mean by "my Mac OSX portal".

ssh pi@raspberrypi will NOT work on macOS which uses ZeroConf.

ssh [email protected] does work.

Originally the Pi used userpi and hostname raspberrypi but now encourages (forces) users to chose a unique username and encourages different hostnames.

NOTE ssh has been disabled by default for some time and needs to be enabled. This can be done on initial imaging or by including a file ssh on the boot partition.