*This episode was recorded on February 25*

Not From Boston is back! There’s some housekeeping (when isn’t there), including a new schedule, new formats, and a new platform (Patreon).

This week, I walk you through my proposal for how MLB’s salary cap “issue” should be resolved using revenue sharing, and then, I talk to scout, analyst, and fellow Sox fan Harry Kaplan about how the 2026 Red Sox roster is shaping up.

As always, follow the Substack, join me on Patreon, and listen to this show wherever you get your podcasts.

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This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

The Red Sox, in a panic after botching the Alex Bregman situation, have pivoted to signing starting pitcher Ranger Suarez. Does that make their rotation one of the best in the sport? For sure. Does that change how we feel about the organization and how it runs things? It does not.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

This is the one where we talk about how Alex Bregman is going to the Chicago Cubs, and how much of a mess the Red Sox organization is.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

It’s our first episode of the new year! We get right to it, discussing the moves the Red Sox are and aren’t making, how the rest of the league is shaping up, and when, oh when, will Alex Bregman sign a contract?

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

If we had a nickel for every time the Red Sox and the Cardinals would make a trade this offseason, we’d have two nickels, which isn’t a lot, but it’s weird that that’s happened twice.

Anyway, this week, we break down the Willson Contreras trade, what that means for the Sox, and what the heck is going to happen with Alex Bregman.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

We got together on Friday to talk about the frustratingly uneventful Winter Meetings and what the Red Sox can still do to make this ballclub better.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

This is an emergency podcast episode! Recording this episode was literally the first thing we each did this morning. The Red Sox have traded for starter Sonny Gray from the Cardinals.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

Well, we have a fun holiday surprise for you, Not From Boston fans! Yesterday, we had a chance to sit down with the Athletic’s Jen McCaffrey, which also makes her our first returning guest!

We covered a lot of ground, talking about the potential lockout, Alex Bregman, Pete Alonso, Ketel Marte (?), who gets traded for a number 2 starter, and who will still be here on Opening Day in April.

As always, be sure to like and subscribe to Not From Boston wherever you get your podcasts (including here, on Substack). Follow us on Instagram (@notfrombostonpod) and Twitter (@notfrom_boston). Check out Jen McCaffrey’s work here.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

It’s the first offseason episode! Bennett and Harry kick things off right with MassLive’s Red Sox reporter, and host of the Fenway Rundown podcast, Chris Cotillo. This trio of hosts sits down for a thorough conversation about the Red Sox’s offseason, the expectations, and which free agents the team will try (and likely fail) to get.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com

*This episode was recorded on Friday, October 3rd, 2025*

This week, the Boston Red Sox were eliminated by the New York Yankees, ending the 2025 season. Bennett and Harry share their immediate reactions, mourning the team’s defeat. They also look briefly to 2026, and what lessons they hope the Red Sox have learned from this. Also, the Yankees suck, and they will pay for this.

As for Not From Boston, Bennett and Harry will be taking a break from the podcast this offseason. There will not be weekly episodes until probably February/March of 2026. However, there will be a few episodes coming this winter, including:

* Any Red Sox free agency/trade news

* Any major MLB news

* Interviews with Red Sox media or organization personnel

Bennett will also be writing a series of articles about the offseason on the Not From Boston Substack, so be sure to keep an eye out for those.

Thank you to everyone who listened to Not From Boston this season. You made this show possible.

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit notfromboston.substack.com