"No. Obviously that didn't really enter my big scheme of things," said Chiarelli via phone just a day after he hosted the Cup at his home in Massachusetts. "And even when I started working in the NHL, that's what you aspire to get, but until you're close, it's hard to think about it.
"So it was a good day."
There's been a lot of good days for the varied, but exclusive, Cup-carrying membership of the Black & Gold, but there's no doubt that Boston's architect enjoyed his time with the prize.
"We had a lot of friends over and sat in our backyard and had some pictures taken, had some drinks here and there and food," said Chiarelli. "We just kept it at our place.
"Just friends and family. Some neighbors came over, a lot of people I went to school with and their families were over, so pretty low key."
That's certainly in character for the Bruins low key General Manager, but there's obviously nothing low key about any appearance of Lord Stanley's bowl and Chiarelli said he enjoyed celebrating with his guests and posing for pictures with the Cup.
"You work so hard for it all year, for your whole life and then you can just share it with these other people who come and celebrate it with you [and you see] the happiness and the awe that's on their face," he said.
And those people who came to congratulate Chiarelli and the Cup itself helped the B's GM to finally sit back and enjoy the moment.
"I think this is probably the first time where it sets in," explained Chiarelli. "This past week we just finished our development camp and we've been pretty much going nonstop since our last game, so it was probably yesterday where you could kind of sit back and let it soak in and you first realize that you've won.
"But from what I've been told, and what I see happening is that day-by-day when it starts you more gradually realize that you've won this tremendous trophy.
"And I think that as the summer progresses you just start to enjoy it more," he said.
However, Bruins fans will be happy to note that Chiarelli's and the Bruins achievement hasn't lessened their desire to do it all again.
"I doesn't even enter my mind to think 'Hey, we've won and we can take it easy,'" explained Chiarelli. "I just take some time now to rest [up] for the upcoming season.
"In moments like yesterday, when you get the Cup, it's nice to relish those moments, but in short order we'll be right back at it.
"It's just part of the business, and unfortunately, you're only as good as your last shift and that applies to players, coaches and managers," he said.
Thankfully for Boston's hockey fanatics, Chiarelli's last "shift" was a pretty good one.
"I'm not diminishing the moment," continued the B's GM, "but you competed this year, you've reached the top and next year we're the ones guys will be gunning for."
That said, before the B's begin the competition of the 2011-12 season, Chiarelli was happy to enjoy 2010-11's success with his family.
"I was happy they were able to see it. They come to games and they live through the ups-and-downs and it's important for me and it's important for my family to see the highest moment so far and the proudest moment so far."
Chiarelli said, as a parent, the B's Stanley Cup win has also provided some teachable moments, as well.
"Well the one thing that I said to my son [Cam] was that was when there was up-and-downs in the season I kept reminding him during the season and during previous seasons that it's a marathon, not a [sprint] and you can't get too high, and you can't get too low," said Chiarelli. "And at the of the day if you do things right, positive things will happen.
"I just reminded him of the numerous times I've told him that after we won it."
Chiarelli said his daughter Talia, a very talented gymnast, also watched the process.
"She's a very driven young lady," said Chiarelli. "And I think she sees how hard we all worked for this and she employs the same work ethic."
As Chiarelli talked about the last month, he also spoke about his wife Alicia being able to enjoy the victory in Vancouver.
"She was down in the locker room at the end of the seventh game when we won," said Chiarelli. "She goes through the ups-and-downs of the season with me and...and was right by my side.
"It was a real good moment."