Jason Ross

Exploring the Best- and Worst-Case Scenarios for the 2026 Chicago Cubs

By Jason Ross, February 16 in North Side Baseball Front Page News

• alex bregman
• edward cabrera
• (and 3 more)

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  • edward cabrera
  • cade horton
  • moises ballesteros
  • matt shaw

Cubs Were Right to Buy Low On Shelby Miller's Evolution

By Jason Ross, February 13 in North Side Baseball Front Page News

• shelby miller

2026 World Baseball Classic Guide: Which Cubs Are Participating?

By Jason Ross, February 6 in North Side Baseball Front Page News

• matthew boyd
• pete crow armstrong
• (and 2 more)

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  • jameson taillon
  • shota imanaga

Ian Happ: The 2026 Chicago Cubs' Surest Thing

By Jason Ross, February 4 in North Side Baseball Front Page News

• ian happ

Anatomy of an At-Bat: What Alex Bregman Brings to the Table

By Jason Ross, January 14 in North Side Baseball Front Page News

• alex bregman

Jon Heyman: Cubs one of teams interested in Bo Bichette. 1 2 3 4

By Jason Ross, January 2 in Chicago Cubs Talk

What the Cubs Are Getting in Edward Cabrera

By Jason Ross, January 7 in North Side Baseball Front Page News

• edward cabrera

Cubs Sign Catcher Christian Bethancourt to Split-Level Contract

By Jason Ross, December 22, 2025 in North Side Baseball Front Page News

• christian bethancourt

NEWS: Cubs Sign Right-Handed Reliever Jacob Webb to One-Year Contract

By Jason Ross, December 23, 2025 in North Side Baseball Front Page News

Collin Snider Could Be Cubs' Best Under-the-Radar Offseason Signing

By Jason Ross, December 13, 2025 in North Side Baseball Front Page News

• collin snider

Embracing the Pop-Up: How the Cubs Can Forge a New Pitching Frontier in 2026

By Jason Ross, December 11, 2025 in North Side Baseball Front Page News

• matthew boyd
• shota imanaga
• (and 3 more)

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  • matthew boyd
  • shota imanaga
  • colin rea
  • jameson taillon
  • justin steele

Cubs Rule 5 Draft Primer: Time, Date, And 3 Players Chicago Might Select

By Jason Ross, December 10, 2025 in MLB Draft, International Signings, Amateur Baseball

• cristian hernandez
• brandon birdsell
• (and 4 more)

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  • cristian hernandez
  • brandon birdsell
  • grant kipp
  • connor noland
  • rule 5 draft
  • rj petit

Nightengale: Cubs to sign Gallen (UPDATE - Passan - no deal is close, he is not signing) 1 2

By Jason Ross, December 6, 2025 in Chicago Cubs Talk

The Cubs Need To Improve The Rotation, But They Should Just Say No To Ranger Suarez

By Jason Ross, December 6, 2025 in North Side Baseball Front Page News

• ranger suarez
• dc analysis

Cubs 2025 Winter Meetings Primer: Rumors, Schedules, and Recent History

By Jason Ross, December 5, 2025 in North Side Baseball Front Page News

• jed hoyer

Cubs Free-Agent Targets: Kyle Finnegan, Splitter Extraordinaire

By Jason Ross, November 30, 2025 in North Side Baseball Front Page News

• kyle finnegan

Rumor: Michael Cerami - Cubs & Evan Phillips "something brewing"

By Jason Ross, November 25, 2025 in Chicago Cubs Talk

3 Reunions Chicago Cubs Could Pursue in MLB Free Agency

By Jason Ross, November 25, 2025 in North Side Baseball Front Page News

• kyle schwarber
• mark leiter jr
• (and 1 more)

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  • mark leiter jr
  • andrew chafin

Cubs Prospect Hype Train: Owen Ayers, AFL Breakout Player of the Year

By Jason Ross, November 22, 2025 in Cubs Minor League Talk

• owen ayers
• arizona fall league

Tatsuya Imai Might Be the Pitcher the Cubs Break the Free Agent Bank For

By Jason Ross, November 13, 2025 in North Side Baseball Front Page News

• tatsuya imai

Celebrating Pete Crow-Armstrong's Sterling Defense, Even Though He Didn't Go Platinum

By Jason Ross, November 11, 2025 in North Side Baseball Front Page News

• pete crow armstrong

Four Under-The-Radar Relievers Cubs Should Pursue to Rebuild Bullpen

By Jason Ross, November 10, 2025 in North Side Baseball Front Page News

• gregory soto
• tim mayza
• (and 2 more)

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  • gregory soto
  • tim mayza
  • luke weaver
  • tyler kinley

Declining Shota Imanaga's Option Will Allow the Cubs to be Better in 2026

By Jason Ross, November 4, 2025 in North Side Baseball Front Page News

• shota imanaga

Chicago Cubs Arbitration Decisions & Projections: Javier Assad

By Jason Ross, October 29, 2025 in North Side Baseball Front Page News

• javier assad

Chicago Cubs Arbitration Decisions & Projections: Justin Steele

By Jason Ross, October 28, 2025 in North Side Baseball Front Page News

• justin steele