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Monday Mailbag: How soon do you see the Oilers making a goalie trade

Photo credit: Tom Kostiuk
By baggedmilk
Dec 1, 2025, 09:00 ESTUpdated: Nov 30, 2025, 16:02 EST
Good morning, everyone, and a happy Monday to you all. As per tradition, I’ve got a brand new mailbag set to go after taking your questions and sending them to the crew for their takes. This week, we’re discussing goalie trades, being out of the playoffs at American Thanksgiving, the schedule, and more. If you’ve got a question you’d like to ask, email it to me at baggedmilk@oilersnation.com or on Twitter at @jsbmbaggedmilk, and I’ll get to you as soon as I can.

Nov 20, 2025; Tampa, Florida, USA; Tampa Bay Lightning left wing Nick Paul (20) is congratulated after he scored a goal against the Edmonton Oilers during the third period at Benchmark International Arena. Mandatory Credit: Kim Klement Neitzel-Imagn Images
1) Ed M. asks – Looking at the standings today on American Thanksgiving, the Oil sit 10 the conference, and 25th in the league. This is despite playing more games than most other teams. Last or near last in both goal differential and goals allowed. If we consider the Hollandism that you know where your team rates by this time of the year. Is all the chatter about trading this guy or that guy just putting lipstick on a pig?
Tyler Yaremchuk:
I see where you’re coming from, but this team has no choice but to try and shake things up. They absolutely need their current group of players to start performing better, but they also can’t just sit on their hands and watch this thing continue to slip away. Just letting this season play out is not an option for a team with Stanley Cup aspirations.
Baggedmilk:
I think the Oilers have enough talent to crawl out of this hole, but the longer these struggles go on, the harder that will be. I don’t think we’re at pig lipstick territory just yet.

Nov 22, 2025; Sunrise, Florida, USA; Edmonton Oilers center Jack Roslovic (28) moves the puck against Florida Panthers defenseman Seth Jones (3) during the second period at Amerant Bank Arena. Mandatory Credit: Sam Navarro-Imagn Images
2) Aaron from Calgary asks – Not to go completely in the dark, but we’re used to it… I believe Jack Roslovic can’t sign an extension until January, but if the team hasn’t shown any life by then, can you see the team trading him along with Kulak, Henrique, Kapanen, Tomasek, Lazar, and/or Philp (pending UFAs)? If we are burning this year, the team needs draft capital to regroup and retool the team with their upcoming cap space next year.
Tyler Yaremchuk:
No. The Oilers are not going to be sellers. Lazar, Tomasek, Philp and players like that don’t hold any value, so not even worth having a conversation there. The other pieces mentioned only make sense to move if the team is going to flip those assets or use the cap space for a different player that they think can help the team win right now.
Baggedmilk:
Nah, they’re not punting and definitely not this early. I get the allure of high end draft picks, but we’ve lived that life for so long. I want to win.

Nov 25, 2025; Edmonton, Alberta, CAN; Edmonton Oilers centre Connor Clattenburg (64) celebrates his first goal against the Dallas Stars during the second period at Rogers Place. Mandatory Credit: Walter Tychnowicz-Imagn Images
3) James asks – How did Connor Clattenburg go from being a fifth-round pick in 2024 to playing games with the Oilers just over a year later? That never happens for picks that late.
Tyler Yaremchuk:
His style of play just happened to scratch an itch that the Oilers had. They needed someone to bring them a lot of physicality and play with some emotion, and he does exactly that.
Baggedmilk:
He’s cooking with ingredients that the rest of the roster doesn’t seem to have in their cupboards, and it’s created a lane for him to get into the NHL lineup. I don’t know how long he’ll be here or what he needs to do more than he is now to stick, but I love everything about his story. You don’t see this happen often.

Nov 25, 2025; Edmonton, Alberta, CAN; Dallas Stars players celebrate a goal as Edmonton Oilers left winger Andrew Magiapane (88) skates past during the third period at Rogers Place. Mandatory Credit: Walter Tychnowicz-Imagn Images
4) James in Peterborough asks – No Oilers fan is happy with yet another start to the season. The Oilers will have a large number of home games in December. With few losses at home in regulation to date, do you see them ‘righting the ship’ with the more favourable schedule? Why or why not?
Tyler Yaremchuk:
Yes, they’ve historically been a very dominant home team so I think this run of games at Rogers Place will help them immensely. The issue is that with the hole they’ve put themselves in, just having a .600 points percentage in those games won’t be enough. They need to be winning eight of every ten home games, or something around that mark.
Baggedmilk:
Schedule has been wild so far. A lot of games in short stretches and most of them on the road. Having a run of home games in the back half can only help because the Oilers are strong at Rogers Place, generally speaking.

Oct 24, 2022; Edmonton, Alberta, CAN; Edmonton Oilers forward Connor McDavid (97) tries to screen Pittsburgh Penguins goaltender Tristan Jarry (35) during the first period at Rogers Place. Mandatory Credit: Perry Nelson-USA TODAY Sports
5) Andrew asks – We’re starting to see more smoke around the goalie rumours lately with the likes of Binnington and Jarry being thrown out there. How realistic do you think it is that Stan Bowman makes a goalie trade sooner rather than later?
Tyler Yaremchuk:
Very realistic. I think that patience has run thin in Edmonton and this management group knows that they need to make a swap. Tristan Jarry is a very attainable goalie who I think could be an upgrade on what they have.
Baggedmilk:
I think it’s realistic that something gets done, but I don’t know that Stan Bowman is in a rush to pull the trigger. No one wants to help the Oilers, and I’m thinking the price for any goal is 25-50% higher than it should be. We may not like it, but being a little patient to not have to overpay will be huge here.
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