CCC Presents: Dear Caddie - Christmas Edition

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Dear readers, Christmastime is here, which for many of you means the clubs are packed away, awaiting springtime. For the rest of you in warmer climates, it means sneaking out for dawn patrol while your in-laws are still asleep and pretending you were "running errands."

We asked Dear Caddie to tackle the holiday questions you're all thinking but won't say out loud - the ones about expensive gifts, disappearing acts and whether you're finally becoming a responsible adult.

Consider this your last bit of wisdom before the eggnog kicks in and you start making promises you can't keep in January.

Aggressive in Greenwich

Dear Caddie,

It was a pretty good year. I usually lay up when it comes to buying my wife a Christmas present, but this year I'm thinking about going for the green in two. Should I swing big and go to Tiffany's, or is that how you turn a good year into a long winter?

— Aggressive in Greenwich

Dear Aggressive,

Going for the green only makes sense if you can afford the miss. If buying that blue box means checking your bank app every morning in January, that's not romance - that's panic with a bow on it.

Here's what most guys get wrong: she doesn't need you to be a hero, she needs you to be thoughtful. If you've been present all year, you don't need a signature move in December. If you haven't, no amount of retail therapy fixes that. Buy something meaningful within your budget, write something honest in the card, and save the hero shots for when there's no penalty for coming up short. Your marriage scorecard runs longer than one round.

Guilty in La Quinta

Dear Caddie,

My club is open Christmas morning and I grabbed a 7:30 tee time without telling anyone. I figured I'd be back before breakfast and the presents. Is this a harmless tradition or a terrible idea?

— Guilty in La Quinta

Dear Guilty,

Christmas morning golf works exactly once: when nobody notices you left. That means presents are already wrapped, coffee's ready to go, and you're back before anyone asks where you've been. The second you're sneaking out or rehearsing your excuse, you've got your answer.

Golf isn't the problem - disappearing on a family morning is. Your kids don't care about your 7:30 tee time, they care that you showed up. Pick your spots. Some rounds cost more than the greens fee, and the people waiting at home don't give rain checks. Play smart or stay home.

Overdrawn in Aspen

Dear Caddie,

I just got my year-end bonus and for the first time I'm actually debating whether to use it on a family trip instead of new clubs. Am I growing up or just losing my edge?

— Overdrawn in Aspen

Dear Overdrawn,

You're not losing your edge - you're learning course management. Every golfer reaches a point where forgiveness matters more than distance, and it sounds like you just made the turn.

You'll buy clubs again. There's always another driver, another fitting, another reason to upgrade. But experiences age better than equipment, and nobody sits around telling stories about the irons they bought in 2024. If that bonus can buy a memory instead of another garage ornament, that's not weakness - that's knowing which shots actually matter. The scorecard you'll remember isn't the one from Saturday morning.

Poll Question

Last Week's Poll Result

What actually earned him the Cypress invite?

⬜️⬜️⬜️⬜️⬜️⬜️ The $5 tip

🟩🟩🟩🟩🟩🟩 The extra two minutes

⬜️⬜️⬜️⬜️⬜️⬜️ Christmas magic

⬜️⬜️⬜️⬜️⬜️⬜️ Pure, unrepeatable luck

Wow! Last week we received a record number of votes, and for the first time we have a sweep in the polls! A few of you voted for the other options, but were outweighed by votes for “The extra two minutes.” Thanks to everyone who voted and especially those that commented. We loved all the wonderful holiday comments - keep ‘em coming!

Don’t forget to catch up on past stories at ccconfidential.vip - and while you’re at it, tell a friend!

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