Hey Dawna, this is far from a stupid question and in IMHO, I think you're on the right track.
If the pup hadn’t attempted the same thing with Trigger, I would say the pup’s reacting to some sort of insecurity (not sure what kind of “strange dog reactivity” you’re talking about with Hobbs) that Hobbs may be putting off.
And even if Trigger is a confidently sound/balanced pup, dogs live in the moment. They can be feeling goofy or energetic at any time, which a pup would pick up on immediately and want to join in the action.
It was interesting with Echo when he was a baby. This pup loves to play but will chose flight over any kind of assertive altercation every time. He’s also the most adventurous, confident, stable tempered dog I’ve ever owned.
When Vince would react to thunderstorms, Echo (who’s never had an ounce of fear of them) was initially all over Vince - licking his mouth, circling him, jumping on him. It was almost like (as a baby) he knew this dog was in trouble/scared, just not balanced and it was like he was trying to bring him into his calm world by interacting with him any way he could.
I love watching my dogs and as long as I’m not seeing anyone put out, I initially let him do his thing. And while I do think his “Come on buddy, there’s nothing to be afraid of” antics had a bit of an effect on him, Vince's initial fear was very strong and I didn’t want it having the opposite effect on Echo so I knew it was time to step in.
And although I found this curious, it is not Echo’s or anyone of my pack member’s job to maintain the pack balance, that’s my job. They do try though.
And if I simply have a spunky little monkey that’s choosing to initiate play with dogs that aren’t receptive at that time, it’s always the initiator that gets my attention. The dog on the receiving end, while it would be ideal if they could just put up with everything (and every dog is different, many do) I don’t feel it’s a realistic expectation that we force them to.
They’re going about their life with the baggage and temperaments they were given. They didn’t ask for the advances and I don’t think they should be punished for letting the initiating dog know that their approach isn’t welcome.
Amazing things can be done with desensitization though.
And with the crate time outs, I’ve said it before and I know many people disagree but I don’t think they have the intended affect that they may have on say a “human time-out”. Sure they’ll settle down, they have no place to go and they’re out of everybody’s face, but I don’t think they are really learning anything.
To me, this is a great time to get the pup’s focus/attention on me. I’m the center of their universe and what a great time to show them how much more fun I can be than their pack mates. The other dogs have an opportunity to watch how I “gently” redirect and play with the pup (pack leader stuff) and absorb all that unwanted energy so it’s not directed at them.
The fact that Hobbs came and flopped down by your feet (and the sweet chin lick of gratitude) IMHO says that he’s proud of his leader and has a confident spot right by her side. It sounds like you did a great job protecting him. And like Tanith said, don’t ostracize Hobbs, or any one of your pack for speaking their mind or showing uncomfortable body language. Learn from it. It’s when we shut them down in their communications with each other that we start running into problems.
Human interactions are a completely different story, but IMHO, a pack needs to function socially, with everyone getting an equal say in how they want to be treated by each other.