Am I able to play on the same account on two different Xbox generation consoles (Xbox One...

No. You can't sign in and play on 2 different consoles at the same time.

Thanks for this detailed guidance.

I have done as you suggested and i think the issue of sharing my Xbox Live/Ultimate Pass may be resolved

BUT

It still won't let us play on two different Xbox's at the same time when one Xbox is logged in under my main account, and the other is logged as the other user profile (under same main account). It tells me I can only play one game at a time?! I always use to be able to play same or different games on two different consoles at same time using linked account/profiles on each console.

Hello, Regarding your question it is a yes. You can play the same game at the same time using two different consoles; However, in order to do that you will need to be using two different profiles for each console.

The first thing you need to do, is to set up the account that owns the subscription/game as a home Xbox on one console. That way you will be sharing the subscription on that Xbox and any account you sign in with on that console will be able to benefit from the subscription and the games that are on it.

Then you will need to go on the other console and sign in with account that owns the subscription/game but do not make a home console. This way you can play the game at the same on two accounts with two different consoles.

My brother and I have two separate Xbox Live accounts on 1 Xbox 360. If the Xbox One will NOT allow us to play games on our separate/unique accounts even when they are on the same console then PS4 will be my 8th generation console of choice. Many potential
Xbox One consumers including myself DO NOT have the money to shell out $60 twice for the same game just to be able to play on separate accounts and this is a major detractor and my main gripe with the console so far.

The Xbox One can share a gold subscription, but only on the same console. If they're playing on two different consoles with two different accounts, you would need a separate gold subscription.