The Gimme Strategy: How to Turn Your Free Pass Into Maximum Points
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The Gimme Strategy: How to Turn Your Free Pass Into Maximum Points

The Chairman

The Chairman

October 26, 20257 min read95 views0 comments
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Look, we've all been there. You're staring at the entry form, 52 events glaring back at you, and you've got one golden ticket in your pocket: the Gimme. Ten guaranteed points, no questions asked. Easy, right?

Wrong.

Here's the thing about the Gimme that separates the pretenders from the contenders: it's not about picking the event you're most confident in. It's about picking the event where everyone else is least confident. Think of it less as a free pass and more as strategic warfare.

The Trap: Don't Waste It on the Obvious

Let me paint you a picture. The Tour de France is coming up. You love cycling. You know Tadej Pogačar and Jonas Vingegaard are basically playing a two-person game while everyone else watches from the mountain tops. "Perfect," you think, "I'll Gimme the Tour. Free points!" Pogi wins and everyone has selected him.

Congratulations, you've just wasted the most valuable strategic tool in the competition.

Why? Because half the field is thinking exactly the same thing. Your Gimme gets you 10 points while everyone else gets 10 points for actually getting it right. You've gained precisely nothing.

The Gimme isn't about banking guaranteed points for yourself. It's about banking guaranteed points while your competitors are bleeding points on a chaotic mess of an event.

The Golden Rule: Wide Fields, No Favourites

The perfect Gimme event has two characteristics:

  1. A massive field - The more competitors, the harder it is to pick the winner
  2. No clear favourite - If there's an obvious winner, everyone picks them anyway

So what to do.

The Scottie Scheffler Problem

Golf seems perfect on paper, right? The Masters usually has 85-100 players. The Open? 156 players. Massive fields, anyone could win.

Except... have you seen Scottie Scheffler play lately? The man is a walking cheat code. Sure, golf is unpredictable, but when one guy is dominating like that, you're back to square one. Everyone picks Scottie, everyone gets it right, and your Gimme advantage evaporates. You're praying he makes a mistake or gets arrested...

The Women's Tennis Mirage

For years, the women's game was the perfect Gimme goldmine. Complete chaos. Every Slam felt like throwing darts blindfolded. Beautiful unpredictability.

But here's where things get tricky: Aryna Sabalenka and Iga Świątek have won 9 of the last 16 Grand Slams. That's not chaos anymore, that's a duopoly. Still some variance, sure, but is it enough? Are you really gaining an edge when half the field is splitting between two players?

Maybe. Maybe not. Depends on the year.

The NBA MVP Trap

On paper, NBA MVP looks juicy. Long season, plenty of contenders, narrative-driven voting.

In reality? By the time you're locking in your picks at the entry deadline, the NBA season has already started. Punters aren't going in blind anymore - they've seen 20-30 games. The favourites are clear. The storylines are forming.

You're not exploiting uncertainty. You're just hoping everyone else overthinks it.

The Gimme Sweet Spot

So where should you actually use your Gimme? Let me break down the genuine contenders.

The Melbourne Cup: The People's Champion

This is the traditional Gimme favourite for good reason.

The field: Up to 24 horses, but crucially, the full field isn't declared until the Saturday before the race. You're literally picking blind while everyone else is scrambling through form guides and tips from Uncle Barry who "knows horses."

The format: It's a handicap race. The favourites are weighted down. The outsiders get a lighter load. Even the "obvious" choices get rolled with remarkable regularity.

The catch: It's also massively popular as a substitution event precisely because the field gets announced late and the race is so unpredictable.

Verdict: Still one of the best options, but be aware you're burning your sub flexibility.

The Hahnenkamm Downhill: The Chaos Special

Now we're talking.

Most punters know nothing about downhill skiing. They'll scroll through the start list, see some Swiss and Austrian names, maybe recognise a name or two from the Olympics, or pick Marco Odermatt and take a punt.

The reality: This is the most dangerous downhill race in the World Cup. One mistake on the Streif and you're done. The margin between winning and crashing out is millimeters and milliseconds. Form goes out the window. Experience sometimes matters, sometimes doesn't. It's glorious, unpredictable chaos.

The edge: Your competitors are probably guessing. You're guessing too, but you're getting guaranteed points for it while they're sweating bullets.

Verdict: Underrated. Most people don't think to Gimme it because they don't understand it. That's exactly why you should. Plus it's the first completed event, so you'll be on top of the leaderboard from the beginning.

The Giro d'Italia: The Sleeper Pick

Here's my personal favourite, and I'm giving it away for free.

The Giro is cycling's forgotten Grand Tour. It happens in May before anyone's really paying attention to cycling season. The fields are weird. Half the riders are using it as a Tour de France warm-up. The other half are going all-out for the win. Nobody really knows who's at peak form.

The format: Three weeks, mountains, time trials, team tactics, weather, crashes. Complete lottery.

The psychology: Unlike the Tour, there's no Pogačar-Vingegaard stranglehold on the public consciousness. People don't have strong opinions on Giro favourites because they don't follow it as closely.

The edge: While everyone's confidently picking the Tour de France winner based on recent form, you're sitting pretty with 10 guaranteed points from a race where the winner could be one of 15 different riders.

Verdict: This is where smart punters make their move.

The Anti-Strategy: What NOT to Gimme

Let's be clear about what wastes a Gimme:

The Super Bowl - By the time the entry deadline hits, it's a single game between two known teams. You've got a 50/50 shot. Everyone's splitting between the two finalists. The Gimme gains you nothing.

Wimbledon Men's Final - See: Sinner, Jannik. See: Alcaraz, Carlos. See: everyone picking one of these two.

The Tour de France - We've covered this. Stop it.

The Masters (and maybe The Open) - Scheffler. Enough said.

Any event you actually know a lot about - If you're confident enough to get it right without the Gimme, you don't need the Gimme for that event.

The Gimme Mindset

Here's the psychological shift you need to make: the Gimme isn't insurance. It's a weapon.

Insurance protects you from losses. The Gimme doesn't protect you from anything, you get the points whether you need them or not.

A weapon, on the other hand, is something you deploy strategically to damage your opponents. You want to use the Gimme on the event where everyone else is most likely to get it wrong.

That event isn't the one you're most confident about. It's the event that's most chaotic, most unpredictable, and least understood by the average punter.

My Gimme Ranking for 2026

If I'm being honest about where I'd use my Gimme this year, here's the power ranking:

1. Giro d'Italia - Peak chaos, minimal public attention, wide field
2. Hahnenkamm Downhill - Unpredictable, niche knowledge, high variance
3. Melbourne Cup - Traditional choice for a reason, but sacrifices sub flexibility
4. A Women's Tennis Slam - Still somewhat chaotic, but getting more predictable

Everything else? You're either wasting the Gimme on an obvious pick or overthinking it.

The Bottom Line

The Gimme is the only piece of the competition that completely removes luck from the equation. Use it wisely. Use it strategically. Use it on the event where everyone else is taking a blind stab in the dark.

And do me a favour, don't waste it on the Tour de France.

See you on the leaderboard.

The Chairman

What's your Gimme strategy? Hit us up in the comments or join the discussion in your private leagues. And remember, this is just one person's opinion. If you want to Gimme the Super Bowl, you do you. Just don't come crying when you're sitting in last place with a teddy bear next to your name. 🧸

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