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5 ways to make Bill O’Brien more likeable

5 ways to make Bill O’Brien more likeable
Billy O's image could use a reboot. Composite photo by Brandon Strange

The Texans have won nine in a row, are in control of the AFC South and in the running for a top two seed. They have dusted two inferior teams in the last two weeks, and are playing great football.

But for some reason, no one likes Bill O’Brien. If we put his picture on a story, people don’t want to read it. He’s gruff, standoffish, a know it all, a bully and at times comes off as an ass. Or, as Charlie Pallilo calls him, Billy Bluster.

If the Texans keep winning, O’Brien’s profile is going to continue to grow.

So as a public service, here are five things O’Brien can do to become more likeable:

  1. Answer the questions thoughtfully. The infamous “not my job” comment and terse responses - especially after losses - come off as petty. You can be that way when you have titles (Bill Belichick, Gregg Popovich). But when you don’t you are just a jerk. Put some effort in it, Billy.

  2. There is this thing called a smile...Have you ever seen him do it? Nope, neither have we. When you win, show some positive emotion. As Billy himself says, it’s hard to win a game in the NFL. When you do, take a second to enjoy it.

  3. Puppies. Bring a puppy to the press conference. Everyone loves puppies. They will ignore everything else. “We sucked today” will still get an “awwww” with a good puppy.

  4. Open up a little. People close to O’Brien say he is a great guy. That side never shows up in public. Yeah, we know you have to put on a facade, but not everything has to be the tough guy, small man act.

  5. Screw it. Just keep winning. Get a Super Bowl and you can act like an ass and no one cares.

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It's time to seriously question the Astros' front office. Photos via Getty Images, ESPN IG.

The Astros have officially entered a new era, but it’s hard to spin Alex Bregman’s exit as anything but a gut punch. Bregman, a cornerstone of Houston’s championship core, is gone — and the Astros' strategy (or lack thereof) is front and center. The questions are mounting fast, and the answers don’t inspire confidence.

Let’s be clear: This isn’t about refusing to pay players. It’s about how the Astros are willing to pay them. Jim Crane’s approach has become increasingly rigid — no deals with high annual values and opt-outs, but also no long-term contracts for $160+ million. Essentially, Crane is looking for a Goldilocks zone in modern baseball that no longer exists. Good luck winning another World Series with that strategy and a depleted farm system.

If Crane’s blueprint is to focus on cheap positions (first base, closer) or short-term deals with aging veterans past their prime, this team could be in serious trouble. We’ve seen it before with Correa. He could’ve been retained on a shorter-term contract (3-years, $105 million), but Crane’s pride — and his refusal to engage with Scott Boras on deals that include opt-outs — kept the Astros out of the conversation.

Dana Brown publicly called Bregman a top priority. Clearly, that wasn’t true for Crane. Brown’s reaction to the Bregman news felt more like a man at a funeral than an optimistic GM on the opening day of spring training for pitchers and catchers. He wouldn’t even comment on the deal.

Crane’s strategy already backfiring

The Astros locked up Rafael Montero and José Abreu to questionable contracts that now feel like self-inflicted wounds. Would Crane have let Bregman walk if not for those deals? If that’s the case, Houston just sacrificed its long-term core for short-term bets that didn't pay off.

And get ready — Framber Valdez is probably next. When his contract comes up, don’t expect him to stick around.

Leadership void

Losing Bregman isn’t just about stats. It’s about leadership, swagger, and presence. Players like Jeremy Peña, Chas McCormick, and Isaac Paredes aren’t exactly striking fear into opponents. Correa, Bregman, and Kyle Tucker? Entirely different story.

A missed opportunity

Imagine choosing between Josh Hader’s deal (5-years, $95 million) or what Bregman just signed for (3-years, $120 million). I would take Bregman all day. When Hader signed last season, we were fine with it as long as it didn't preclude the club from trying to extend Bregman and/or Tucker.

But here we are one year later with Tucker, Bregman, and Ryan Pressly playing for new teams. And Pressly was better than Hader in 2024 despite dealing with a role change.

For now, the most exciting things about the 2025 Astros are the short porch in left field — which might make Paredes look good again — and the weak AL West.

So, get your season tickets now!

This is one video you don't want to miss as the crew from Stone Cold 'Stros examines all the ramifications from Alex Bregman's Astros departure, and much more!

Spring training is up and running. Join Brandon Strange, Josh Jordan, and Charlie Pallilo for the Stone Cold ‘Stros podcast which drops each Monday afternoon, with an additional episode now on Thursday.

*Looking to get the word out about your business, products, or services? Consider advertising on SportsMap! It's a great way to get in front of Houston sports fans. Click the link below for more information!

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