Kim Pfister, Rainmaker Labs
Hihope Hiland Heathen of Perth CD, RE, CGC, TDI. (RIP)
I had two intact males that lived in the house together. When there was a girl in heat, I kept them away from the kennel, under "house arrest" with each other. Never saw any issues, but I never let them close to the girl in heat.
Always better to be safe than sorry.
Anyway, to the OP.... Do your dogs LIKE puppies? Do they get along with other dogs? I wouldn't plop an 8wk old puppy out with strange adults and ignore them all day, but personally I do leave them with at least one adult when I'm gone (if I only have one puppy, otherwise I'd leave the puppies together). I have 4mo old bitch puppy right now who spends a good amount of time out in the paddocks with the big dogs and loves it! It's really going to depend on your dogs.
Why? They are dogs--I really question people who think that they will ALWAYS be wonderful/babysitters etc.... Things change, dogs get sick, age, don't feel good and so on. Bringing in another pack member does change the dynamics. Leaving puppies alone with older dogs, when you are not there to supervise is pure folly. Too many things can and do go wrong. A simple snap from an older dog can seriously hurt a puppy, even kill it. And it happens quickly.
To the op: I would be very careful leaving the males in the same run after you bring the new female into the pack. Watch them carefully to make sure there are no 'changing pack dynamics'. Remember if you are not there its hard to be "the boss/alpha". In a run where they can't get their own space or get away from each other--that can be a really bad situation.
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I have never had an issue with dogs fighting while in the same run. I have 5 dogs at my place, one 4 yr old neutered male, one 3 yr old intact male, a 2 yr old intact male, intact 14 month old female and a 6 month old female. Any dog can go in any run at any time and not worry me in the slightest. I routinely allow my 80lb 2 yr old male with the 6 month old female pup who is a whopping 35 lbs. He lays on the ground on his back and she pounces on and off of him. They all get along great and even had a female in heat in the adjoining run this weekend. Granted I was outside with them the whole time but I had 3 males in one 5x10 run with a female in heat right beside them. They also air together unsupervised in the airing yard. Maybe I'm lucky but I have never had issues from the males, its mostly the females getting too rough. Disclaimer, I never leave the dogs in the same runs overnight or when I'm gone to work. Other than that they could be anywhere.
I have never had a dog get hit playing in the road either-it could happen. That's why I don't take risks with my dogs, they don't get to play in the road-its a risk I can eliminate. Good for you never having a fight with your pack. I hope it continues. Until the OP knows how the new puppy effects his pack I would be careful and eliminate risks.
I have a male and female from the same litter in separate kennels next to each other. I had to build a wall to keep them from hooking up through the fence. It was her first heat. She was squirrely and he was out da box crazy for 3 weeks. Increased his food to 6 cups a day trying to keep weight on him. He was drinking about 4 gallons of water a day and peeing on everything. Next time she goes in heat he may be going back to the trainer for a tune up.