The Courtship

The Courtship · Journal

Most of the Men Who Ask Me This Shouldn't Hire a Matchmaker


Is a matchmaker worth it? For a lot of the men who ask, no. I've said that to a man on the phone with the agreement already drafted, and I'd rather say it here, for free, while you're still deciding.

The reason the question is hard is that almost nobody answers it in the right order. Men go straight to the fee, decide it sounds like a lot, and never work out what they'd actually be buying. Three things have to line up first: what you're trying to achieve, what your time is worth, and what you value enough to hand to somebody else.

Work those out and the price question answers itself, in one direction or the other.

What you're actually hiring

Take the romance off it for a minute.

A matchmaker is a representative. It is the same job an agent does for talent.

An agent doesn't play the game for you. He knows the market, he knows who is actually available, he takes the calls you don't have time to take, he keeps you out of rooms that would have wasted your afternoon, and his interests are tied to yours by contract. No serious athlete signs with an agent because the man is pleasant company. He signs because he needs someone whose whole attention is on a search he cannot run himself at the level his career requires.

That is the correct frame for this decision. You are not buying introductions by the unit. You are deciding whether to be represented.

What a matchmaker actually does, comparing a representative who runs a search on your behalf against a database service that queries a list you were sold access to.
What a matchmaker actually does, comparing a representative who runs a search on your behalf against a database service that queries a list you were sold access to.

Who represents you is the whole decision

Once you accept that you're hiring representation, the firm you choose stops being a price comparison.

Two questions sort the field fast.

Can they actually give you the white-glove version, or are you a number in a database being queried? A firm carrying a hundred men is not searching for you. There isn't enough attention in the building.

Do they want a relationship with you, or a transaction? You can hear the answer inside ten minutes. Ask what happens after the first introduction. If the process ends at the restaurant door, you are buying a list with a salesperson attached to it, and there are much cheaper ways to buy that. The longer version of that comparison is on the page about how to choose a matchmaking service for men.

There's a third tell, and it's the one I'd weight highest. Listen to how a firm talks about the women. If they're described as inventory to be filtered, that is exactly how they'll be treated, and a woman who feels like inventory does not stay on anyone's roster long enough to be worth introducing you to.

What your time is actually worth

Do this crudely. Crude is fine, because you're after an order of magnitude, not a figure you'd sign.

Take what your business does in a year. Divide by twelve. Divide that by thirty. Now you have a rough daily number, and if you run anything of size it is a large one. Sit with it, because it's the currency you've been spending on this without counting.

Then price what the search actually costs you in that currency. The events you go to because someone said you should. The hours on the apps, which is a job nobody is paying you for. The meeting you walk into knowing nothing, where you find out on the third one whether she's even a fit, by which point you've spent ten or twelve hours and a real amount of money on reservations and flowers if you're that kind of man. Multiply that by however many of those you've done this year.

Only you can decide what that time is worth, and what you're willing to keep sacrificing to keep doing it yourself.

Here's the part men in their twenties never believe. Money and time trade against each other your whole life, and the exchange rate moves against you. I'd hand back the money I have now for the time and the energy I had at twenty-five, and I can't. That is the actual reason this question gets asked at forty-five.

If you want the hours worked out properly rather than crudely, that's on the page about the ROI of executive matchmaking.

What are you actually trying to achieve

The second thing that has to line up. And the honest answer is that many men have never said it out loud.

A long-term relationship and a wife are not the same purchase. Men use the words interchangeably right up until the difference costs them a year. Decide which one you're buying, because the search is run differently for each.

Then the harder one: if it's a wife, what does that actually look like for you? Not a list of looks. What kind of life, what she cares about, what she'd need from you, what she'd tolerate about you.

If you can't describe that beyond a list of things you don't want, you're in the majority. It's the most common thing I see, and I've run searches in New York, Dallas, Scottsdale, and now Nashville. Men know their disqualifiers cold and the target not at all. That's a real piece of work, and it's worth doing with someone who does it for a living, before you pay anyone to go looking.

When it isn't worth it

We turn men away for these. Not as posture, and not to make the roster look exclusive. Taking a fee when the search cannot work is the fastest way to end up with an angry client and a story that follows you.

You're recently out of something long. The search will punish you and you'll blame the firm. Give it a season.

You want the idea of a partner more than a particular woman. This shows up fast and it doesn't respond to money.

Your brief describes someone who doesn't exist. Twenty-nine, the judgment of someone twice that, unattached, and ready to relocate for a man she hasn't met. She isn't out there, and no fee changes that.

You want more first meetings, not a search. Apps produce volume cheaply. If volume is the goal, you already have the tool.

You aren't going to hear the feedback. The entire mechanism runs on being told what she actually said afterward. If that sounds unpleasant rather than useful, you're paying a premium for introductions you could arrange yourself.

Decision guide showing when hiring a matchmaker is worth it and when it isn't, based on which part of the search is actually broken.
Decision guide showing when hiring a matchmaker is worth it and when it isn't, based on which part of the search is actually broken.

When it is worth it

The men it works for look similar to each other.

Time is the scarcest thing they have and they already pay other people to protect it. They've had no shortage of first meetings and a real shortage of second ones. They can name what they don't want and are willing to do the work of naming what they do. And not once, from anyone, have they been told what actually happened.

That last one is the part that decides it. Representation is only worth paying for if your representative tells you the truth after each introduction. Otherwise you've bought a more expensive version of the thing that already isn't working.

What happens after the introduction is what decides it

Nearly every firm in this business sells you the introduction and stops at the restaurant door. What happened in there is yours to interpret. When it goes quiet three weeks later, nobody tells you why. You get another name.

We're on both sides of the introduction. She came to us too. We sourced her, verified her, and briefed her, and that relationship is the reason we can go back afterward and get an honest answer instead of a courteous one, then hand it to you.

Over a decade and nearly 47,000 real conversations, the thing men say most often is that nobody ever told them what went wrong. They adjusted anyway, year after year, based on nothing.

An agent who won't tell his talent the truth isn't representing him. He's managing him.

What it costs, and when you pay

Across the category you'll see anything from a few thousand dollars for a database membership to well past six figures for bespoke search. Where a firm sits in that spread tells you most of what it actually does. Our engagements are five figures, and where yours lands depends on the timeline you want and how much search the brief takes. The category-wide picture is on the page about what a matchmaker actually costs.

Now the part that matters more than the number.

You don't pay us until you've met her.

You sign the engagement and put a card on file with written authorization to charge it. Nothing is charged that day. Three business days later your cancellation window closes, and that's when the search starts. The card is charged after the first introduction has actually happened, once you've both opted in and the two of you have sat down.

We do it that way because the risk belongs on our side of the table. If we don't produce the first introduction, there is nothing to argue about.

It runs through a candidacy review first. We take a small number of men at a time, and the review sometimes says no.

What the engagement is, in line items:

  1. A set number of vetted introductions inside a set term. A floor, not an "up to."
  2. A search run for your case, not a list queried on your behalf.
  3. Her honest read after each introduction, in writing.
  4. Nothing charged until the first introduction has happened.
  5. If we don't deliver them inside the term, we keep working at no charge until we do.

How to price the decision yourself

Four numbers. Write them down before you talk to anyone, us included.

  1. How many months you've been actively looking.
  2. Your rough daily figure from earlier, multiplied by the days this has eaten.
  3. How many of those meetings ended with no explanation you'd call real.
  4. What you would pay to know the true reason for one of them.

The fourth number is the decision. If it's small, don't hire anyone, and don't let a salesperson move you off it.

A blank worksheet for pricing the decision to hire a matchmaker, with lines for months spent searching, the value of a day of your time, meetings that ended without explanation, and what a straight answer would be worth.
A blank worksheet for pricing the decision to hire a matchmaker, with lines for months spent searching, the value of a day of your time, meetings that ended without explanation, and what a straight answer would be worth.

What we won't promise

Men ask on the review whether we can guarantee they'll find her.

Anyone who guarantees that is lying to you.

Nobody in this industry can promise that outcome, and the firms that imply it are counting on you not noticing the difference between activity and result. What can be promised is the work: a set number of vetted introductions inside a set term, her honest read after each one, and if we don't deliver them we keep working at no charge until we do.

Where we work

The firm runs searches in Nashville, New York, Dallas, Miami, Toronto, Tampa, and Los Angeles. We also work with partner matchmakers in multiple countries, so being outside those cities changes the shape of the search rather than ruling it out.

What the candidacy review is

A short private conversation, then a one-page written read: where you stand with the women we work with, what a serious search would realistically take in your case, and whether you're a fit for the firm.

It says so plainly. Sometimes it says no. You keep the read either way, including if the answer is that you don't need a firm at all.

A short private conversation, and a written read either way.

Ask for a candidacy review

P.S. If you finish this page and land on no, that's a good outcome and I'd rather you got there here than after a wire. Take the four numbers with you to whichever firm you do call, and ask them two things: what happens after the first introduction, and when exactly they take your money. The answers will sort them for you.

Common questions

Is a matchmaker worth it?
It depends on which part of your search is broken. If you aren't meeting enough of the right women, a firm is selling you access and screening, and there are cheaper ways to get some of that. If you're meeting them and it keeps ending without explanation, more volume won't help, and that's the case where representation earns the fee, provided the firm will tell you honestly how each introduction went.

What does a matchmaker actually do for you?
The useful way to think about it is representation. A matchmaker runs the search on your behalf the way an agent runs the market on behalf of talent: knowing who is actually available, screening before you spend an evening, arranging the introduction, and protecting your time. The part that separates firms is what happens afterward, and whether anyone brings you back a straight answer.

How much does a matchmaker cost?
Across the category, anywhere from a few thousand dollars for database-style services to well past six figures for bespoke private search. Our engagements are five figures, and where yours lands depends on the timeline you want and how much search the brief takes.

Do you pay a matchmaker upfront?
At most firms, yes, in full, before any work happens. We don't run it that way. You sign the engagement and put a card on file with written authorization to charge it, and the card is charged after the first introduction has actually happened.

Is a matchmaker better than dating apps?
They do different jobs. Apps are the cheapest way to produce volume, and if volume is your problem you already have the answer. A firm is worth considering when the issue isn't how many women you meet but what happens afterward, and when your time has become more expensive than your patience.

Who should not hire a matchmaker?
A man recently out of a long relationship, a man who wants the idea of a partner more than a particular woman, a man whose brief describes someone who doesn't exist, and a man with no interest in hearing what a woman honestly thought. We turn these searches down.

Do you guarantee I'll find a relationship?
Anyone who guarantees that is lying to you. What we guarantee is the work: a set number of vetted introductions inside a set term. If we don't deliver them, we keep working at no charge until we do.


The Courtship is a private matchmaking firm. We work with partner matchmakers in multiple countries, so where you live isn't a wall.

Ask for a candidacy review