I would say that if your dog enjoys the kennel, and the kennel offers a variety of terrain/shelter for your dog then it's great. You may want to consider crate training him however, due to a possible pack structure issue of indoor dog vs. outdoor dog. I have not kept outdoor dogs though, so another board member may have something to say about this.

What I am thinking is that if you can crate train the older dog then you can crate and rotate using the crates and the outdoor kennel. Sometimes your pup will be inside in the crate, sometimes being trained and sometimes in the outdoor kennel. Same thing for your adult. And if you're confident in your abilities then you may have the dogs loose in the house together, after lots of training and ensuring the two dogs know they are both equals in the pack structure. Although this should be easier having male and female dogs.

The other issue of course is that if you're trying to crate train two dogs at the same time they may influence each others barking/whining. So go slowly with the crate training using markers to reward entering the crate and sustaining calm downs in the crate, and feed your dogs in their crates (at a distance so they're not looking at one another). I think it would help to have the adult's crate in a totally separate room, or even outside. Hope this helps.

Thanks for that detailed helpful advice michael,i read eds article on introducing a new dog to the home,also very helpful.
I am glad am doing this well in advance as i dont intend to get the puppy for 5 or 6 months.I think i will start crate training my dog now so theres a good order in the house well before the puppy arrives.
His outdoor kennel is ideal for him and thats a good idea rotate the crate and kennel for the adult dog and puppy.
Thanks again
Robbie