When did you know it was time for a second dog?

never


I'd get rid of mine if my wife and kids wouldn't have a shite fit

Yours must not shed.

I've considered it bc my dog gets lonely during the day, but he's not a big fan of other dogs so I'm not sure it would work out

We've talked about it and want to get a second dog when my current dog is ten, so she can impart her wisdom and great behavior to the new dog. I always get rescue pups.
I got lucky with this one. (in eight years only one mistake in the house and she was locked inside for 14 hours and pooped and peed in the bathtub.

She walks with no leash and has no intention of running away. (if she gets out the gate she goes to the front door)

When you realize that you aren't ever able to have kids.

In general, I will never have just one dog for long. They need buddies too. Maybe if you're single and can spend enough time with your dog. Once you get married and have kids, that is hard to do. I spend time with my 3 dogs every day but I cannot spend 3-4 hours hanging with them.

2 is easier than 1. 3 is harder than both.

When my dog dies or is too old to do what I need him to do is when I get a new dog.

After cop shoots your first one.