They Pay a Lot of Money. Then Comes the Radio Silence. | YESODI

They Pay a Lot of Money. Then Comes the Radio Silence.

By Shay Tessler

Shay Tessler November 2, 2026

What working matchmakers told me about staying in touch, and what we built because of it.

They pay a lot of money. Then comes the radio silence.

I asked Arlene Washburn, who started the International Matchmaking Compliance Board, how a matchmaker should stay in touch once clients start dating. Her fix is something you can start tomorrow: after every interaction, tell the client what comes next.

Contract signed: tell them the invoice is coming. Invoice paid: acknowledge it and give the next step. Introduction made: a feedback session, every time.

Matchmaker Madigan started sending matchmaking trackers so clients could see the people she was thinking for them. Her clients wanted to see that she wasn't just twiddling her thumbs behind the scenes.

Christiana Maxion checks in with both sides after every date, because there are always three sides to a story: person A, person B, and then the truth.

Liudmyla Ruf reminded me that when things go right, clients go quiet too. The silence can come from either direction.

The work was never the problem. He just cannot see it from where he is standing.

In Una, any item on a client's timeline can be sent to him in one click. He opens his own timeline and reads what you did. Every promise you made is tracked in one place.

A matchmaker says what the work actually needs, and it gets built.

Full newsletter: https://www.linkedin.com/newsletters/what-working-matchmakers-say-7503067683760787456/

This post shares insights from professional matchmakers on one of the most common pain points in the industry: client communication gaps after a significant financial investment. Drawing from interviews with Arlene Washburn of the International Matchmaking Compliance Board, Matchmaker Madigan, Christiana Maxion, and Liudmyla Ruf, it outlines practical strategies matchmakers use to keep clients informed and reassured throughout the process. Topics include post-interaction check-ins, matchmaking trackers, two-sided date feedback, and managing silence from both directions. The post also introduces Una, a business management platform built specifically for professional matchmakers, which allows matchmakers to share client timeline updates in one click, track every promise made, and maintain full visibility with clients. Una was shaped directly by conversations with working matchmakers on the Challenges of a Matchmaker podcast hosted by Shay Tessler.

Questions & Answers

How should a matchmaker stay in touch with clients?

After every interaction, tell the client what comes next, whether that is an invoice, a feedback session, or the next introduction.

What is Una for matchmakers?

Una is a business management platform that lets matchmakers share client timeline updates in one click and track every promise made in one place.

What is the Challenges of a Matchmaker podcast?

It is a podcast hosted by Shay Tessler where working matchmakers talk openly about the craft, recorded remotely in 45-minute sessions.

More posts by Shay Tessler →

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