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PODCAST

Not From Boston

Bennett Weinschenk

Not From Boston is a Red Sox podcast that"s about more than just baseball. It"s about life, and Bennett"s life seems to be defined by baseball. notfromboston.substack.com

sports baseball

All Episodes

106:37

Ep45: Harry Jay and Melissa Myer are BACK!

Not From Boston ·

2026/04/19

Hi Not From Boston fans. This episode is a bit long, but it is jam-packed with two guests making their return to the podcast.First, you know him; he used to co-host this show! Harry’s back to watch the end of the Twins series with me. We talk about where the team is at and where we think they’re going, and neither of us is very optimistic.Then, I talk to the creator and co-host of Talk Dodgers to Me, Melissa Myer, about her love of baseball, the Los Angeles Dodgers, and building a modern sports

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40:13

Ep44: Opening Day 2026

Not From Boston ·

2026/03/26

HAPPY OPENING DAY, Not From Boston fans! It is the beginning of an amazing six-month window where my mental health will directly correlate with how good 26 guys are at playing baseball.This week, I invited USC Annenberg student Adam Ucuzoglu to preview the 2026 season with me. Adam covers the USC Baseball team for Annenberg Radio Network, as well as for Annenberg Media’s baseball beat.We have a lively conversation, make some bold predictions, and compare hot takes. As always, like, subscribe, and

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22:25

Ep43: It's All About the WBC

Not From Boston ·

2026/03/13

This week, I go on rants. We’re talking Red Sox dominating the World Baseball Classic, Cal Raleigh not dapping up Randy Arozarena, Mark DeRosa not paying attention, and Tarik Skubal being horny for money. 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

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60:58

Ep42: Season Starts Now

Not From Boston ·

2026/03/04

*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

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49:27

Ep41: Welcome to the Sox, Ranger Suarez

Not From Boston ·

2026/01/15

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

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31:26

Ep40: The Red Sox Totally Blow It

Not From Boston ·

2026/01/12

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

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42:30

Ep39: First Pod of 2026!

Not From Boston ·

2026/01/07

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

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23:54

Ep38: Bennett Predicted This

Not From Boston ·

2025/12/23

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

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56:47

Ep37: We're Venting

Not From Boston ·

2025/12/14

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

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43:46

Ep36: THERE'S BEEN A TRADE

Not From Boston ·

2025/11/25

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

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47:09

Ep35: Jen McCaffrey Returns

Not From Boston ·

2025/11/21

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

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42:05

Ep34: Our Chat with Chris Cotillo

Not From Boston ·

2025/10/24

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

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72:50

Ep33: Our Season Finale

Not From Boston ·

2025/10/05

*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

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74:59

Ep32: WE CLINCHED!

Not From Boston ·

2025/09/27

The Boston Red Sox have clinched a playoff spot! Can you believe it? Bennett and Harry recorded this week’s episode during game one of the Red Sox-Tigers series, just so they could bring you their authentic feelings of jubilee. 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

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62:32

Ep31: Cutting It Close

Not From Boston ·

2025/09/19

The Red Sox may be over .500 for the first time since 2021, but it doesn’t change the fact that the vibes are…bad. After losing a series to the Athletics, the team sits in the third Wild Card spot, with the surging Cleveland Guardians only a game-and-a-half back.This week, Bennett and Harry get into this mess, how the Red Sox have stumbled to this moment, and who might be to blame. They discuss what the Red Sox can and should do to turn this ship around before looking ahead to what will likely be

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74:06

Ep30: Early Birthday Gift

Not From Boston ·

2025/09/13

Bennett and Harry come to you while watching the Red Sox take on the Yankees on Apple TV+. The two catch up on the Red Sox’s struggles and injuries, and what it’ll take to stay competitive this postseason. Then they look ahead to the offseason and what troubles might lie ahead for the Sox.Also, Bennett gives Harry an early birthday present! 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

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59:31

Ep29: The Piglet is Here!

Not From Boston ·

2025/08/30

This week, Bennett and Harry cover the latest stories in Red Sox Nation while watching the biggest story play out in real time! Payton Tolle, the #1 pitching prospect in the Red Sox organization, also known as “the Piglet,” made his Major League debut against Paul Skenes and the Pittsburgh Pirates last night. 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

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81:42

Ep28: Yankees Series, Duran Yaps, Realignment

Not From Boston ·

2025/08/22

Still audio only, Bennett and Harry have been busy the last few weeks, and who knows if that changes!Still, they come together to discuss game 1 of the Red Sox/Yankees series that could make or break the season, as well as roster moves the team has (and should) make, followed by a slew of MLB news breakdowns, including on Commissioner Manfred’s proposal for league realignment. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit

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71:38

Ep27: Boys are Back Together!

Not From Boston ·

2025/08/15

Well, Not From Boston’s Zoom Era is over (for now)! Bennett is back in Los Angeles, which means this is the first episode in almost three months where he and Harry recorded in person!This week, with a Sox-Astros game playing in the background, the Boys go over the last week of Red Sox baseball, how the playoff picture is shaping up, and what the Red Sox could do with their roster to increase their chances of getting there.Then, the show takes a wild left turn, derailed by a single debate topic: Is

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69:58

Ep26: Roman Stays, Red Sox Stay Hot

Not From Boston ·

2025/08/09

Another day, another belated episode. Bennett and Harry talk about how hot the Sox have been the last few weeks, whether the team can take the division from the Blue Jays, and what life will be like now that Roman Anthony is a Boston Red Sox until 2034. 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

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