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Ordering well when the dinner actually matters

How to read a menu, pick a wine and handle the bill when the meal is a job interview, a client or your future in-laws.

By Dean Shaw · Gear & Garage6 min read

Look at the menu the night before. Not in the taxi. The night before, on a laptop, with the wine list open in another tab.

By the time you sit down you should know what you'll eat if nothing on the specials board moves you. You should also know roughly where the bill lands per head. A two-course lunch at $26 and a three-course dinner at $60 before wine are different evenings, and the time to discover which one you've booked is at home, not when the card machine appears.

That's the whole trick, mostly. The people who look relaxed in restaurants aren't relaxed because they know more about food. They're relaxed because they've already made the decisions.

Order what the kitchen is built to do

Every restaurant has a center of gravity. You can spot it in thirty seconds. If there's a wood grill and four cuts of beef listed by weight and farm, the grill is the point. If half the menu is raw fish and the other half is small plates with lemon in them, the fish is the point. If the pasta section has eight entries and everything else has three, order pasta.

Then there's the dish everybody ignores: the one with the longest description. Sixteen words, four components, a foam. That's usually the chef's favorite, and it's sometimes brilliant. It's also the one most likely to arrive as a clever idea rather than dinner. On a confident menu, the three-word dish is the one they've cooked ten thousand times.

Now the concession, because it's a real one. If you've gone somewhere specifically because of what that chef does, ordering the safe thing is a waste of the booking. At a place with a reputation for one strange dish, order the strange dish. Just don't do it at a meal where you need to be talking, not thinking.

The stuff you can eat while making eye contact

This is the part nobody mentions and it matters more than any of it.

You're going to be talking for two hours. Some food lets you do that. Some doesn't. Long pasta doesn't. Mussels don't. Whole fish, sticky ribs, anything served on the bone that requires both hands, a tall burger, soup in a wide shallow bowl, a salad built around whole leaves you have to fold with a fork. All fine on a Saturday with your wife. All a distraction when you're trying to hold a conversation about a job.

Order something you can cut, spear and eat in the gaps between sentences. Fish fillet. A steak. Roast chicken. Braised anything. Risotto is fine and quietly one of the best business-dinner orders there's, because you can eat it one spoonful at a time and put the spoon down mid-sentence without it congealing into a brick.

Wear a dark shirt if the tomato risk is high. That's not a joke.

If you're hosting, signal the price before anyone asks

Your guests are reading the menu and doing arithmetic. Every one of them. They're trying to work out what's polite.

Take that away from them in one sentence. Look at the menu and say something like, "The ribeye is meant to be the thing here, and I'm told the sea bass is excellent." You've just named a high option and a mid option out loud. That's permission. Nobody now has to guess whether the $42 dish is going to make you flinch.

Order last if you can. Order at the level you want them to order at.

And match their courses. If your guest takes a starter, take a starter. If they skip it, skip it. One person eating while three watch is the most awkward ten minutes in hospitality, and it's entirely avoidable.

If you're the guest, aim for the middle

Don't order the cheapest thing on the menu. It reads as either a judgement on the host's budget or a lack of interest in the meal, and neither is what you meant.

Don't order the most expensive thing either, unless the host has named it. If they said the ribeye, have the ribeye.

Everything in between is fine and nobody's counting. Order the second-tier main, one glass of what's being poured, and stop thinking about it.

Wine, without the performance

The old line about the second-cheapest bottle is nonsense, and sommeliers have been pricing around it for twenty years anyway.

Do this instead. Open the list, find a price you're happy with, put your finger on the page next to it and say, "We're looking somewhere around here. Two of us are having fish, two are having the lamb." That's it. You've named a budget without saying a number out loud, and you've given the only information that's actually useful. A good sommelier will either point at that bottle or steer you sideways to something better at the same money, which is the entire reason they're employed.

When the bottle comes and they pour you a taste, you're checking it isn't corked. That's all. It's not a review. Smell it, sip it, nod. If it smells like wet cardboard, say, "I think this one might be off, could you have a look?" They'll bring another. That's a normal Tuesday for them.

If somebody at the table isn't drinking, order a bottle of something interesting and non-alcoholic for the table, and don't say a word about it. No comment, no explanation, no raised eyebrow. And tap water is fine in almost every restaurant in Britain. "Tap for the table, thanks" is a complete sentence.

Handle the allergy before you arrive

Call the restaurant when you book. Say it then. Say it again quietly to the host at the door.

What you don't want is a course-by-course negotiation in front of the person you're trying to impress, with three staff members huddled over a menu while your guests stare at the bread. Kitchens are good at this when they've got notice. They're bad at it at 8.15pm on a Friday with forty covers on.

Same logic applies to sending something back. If it's genuinely wrong, cold, undercooked chicken, a dish you didn't order, say so immediately, quietly, to whoever brought it. Not at the end. Not loudly. And not because you decided halfway through that you'd rather have had the pork.

Make the bill disappear

If you're hosting, give your card to the front of house when you arrive and ask them to add service and put it through at the end. No folder on the table, no scramble, no one performing a wallet-reach they don't mean. You just stand up and leave.

If you can't do that, excuse yourself before dessert and settle it away from the table.

Check the bill for a service charge before you tip on top. Most city restaurants add 12.5% automatically. Paying it twice doesn't make you generous, it makes you someone who didn't read.

The thing you're actually being judged on

Not whether you pronounced the wine correctly. Whether you were easy to be out with.

Knew what you wanted. Didn't make the waiter work for it. Didn't interrogate the provenance of the halibut. Treated the person clearing the plates exactly like you treated the person paying for them, which is the single loudest thing anybody at that table will notice about you.

Get all that right and here's what happens. Your guest gets to the pavement, pulls their coat on, and says let's do this again.

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Dean Shaw

Gear & Garage

Tests things until they break, then reports what broke first. Trucks, tools, watches, and the cheap version that costs more.