How To Lose A Guy In 10 Days
THE GUYSET TOOLKIT — ISSUE #2
Let’s Get Into It
Every guy knows the feeling. Someone cancels a date, someone pulls away, someone goes quiet, and suddenly you’re replaying every message you’ve ever sent like you’re investigating a crime scene. You wonder if you said the wrong thing, moved too fast, didn’t move fast enough, or imagined the whole connection.
I felt that this week while answering the questions guys are actually dealing with. Waiting for someone to reschedule. Debating when to text after getting her number. Wondering why someone ghosted. Overthinking what the silence means.
Most guys are trying to be perfect communicators without ever being taught how to communicate. We guess. We spiral. We sit in the unknown. But even when you’re fumbling through it, you still walk away better than you walked in. Trying beats wondering every time.
This Week’s Episode
This week’s episode is all about three moments every guy goes through: someone reschedules, you get a girl’s number, or you feel her losing interest.
I break them down cleanly. The timing. The psychology. The moves that keep things simple. And I answer real questions from guys who are in the exact situations you’ve been in.
Watch here:
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Listen here:
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The Main Thing
Getting canceled on should not flip your whole week upside down. But it does. Because when someone asks to reschedule and then goes radio silent, the feeling is brutal.
Here’s a line from the episode that every guy needs to hear:
You deserve the attention back that you’re putting into it.
That’s the part most guys forget. Because we try to play it cool. We try to act unfazed. And in the process, we confuse ourselves into thinking silence is a puzzle we’re supposed to solve.
It’s not.
When someone wants to see you, you’ll know. When they don’t, you’ll know that too. Most of it is clarity. Effort. Reciprocity. That’s it.
Here’s how to move through all of it with confidence:
One clean sentence about what you want.
One clean sentence about what works for you.
Then let their answer tell you the truth.
You don’t need games.
You need presence.
You need honesty.
You need the courage to handle reality instead of living in the maybe.
Their response doesn’t define you.
Your confidence in sending the message does.
The Move
When someone reschedules, here’s the exact quote from the episode:
“I really think you should lock down a date and nail in when that next date is instead of being like yeah sounds good let me know when’s best and letting that float in the air. It should happen within that conversation.”
So here’s your move:
“Sounds good. What day works for you?”
Short. Calm. Confident.
Let the answer tell you everything you need to know.
If You’re Going On A Date This Week
Here are five easy conversation starters that hit right now:
Wicked comes out tomorrow
If she’s into Broadway or Ariana Grande, this lands immediately. Easy follow-up: “Have you ever seen it live?”
Whitney got voted out of DWTS
Finale is next week with Alix, Robert, Dylan, Elaine, and Jordan still in it. Low stakes, fun, and everyone has an unexpected favorite.
SNL announced the rest of the 2025 hosts
Ariana Grande is doing the Christmas episode. Perfect for talking music, nostalgia, and favorite sketches.
Stranger Things drops next week
If she watches, this becomes a whole conversation. If she doesn’t, ask what show she is excited for.
Timothée Chalamet’s press tour for Marty Supreme
Everyone has an opinion on Timothée. Fashion, movies, hype, whatever lane you want.
Vine might be coming back
Peak internet nostalgia. Gets people talking about middle-school era, first memes, old viral stuff.
Three Things I’m Into This Week
Shoe Dog by Phil Knight
I’ve been listening to Phil Knight’s memoir and it’s hitting hard. Honest, sharp, and honestly the most inspired I’ve felt in a while.
This notebook, pen, and the Ivy Lee Method
Every morning I write three things I’m grateful for, how I want to feel today, what I want to listen to, and the seven tasks I want to accomplish. No phone. No noise. Just intention. It’s made me noticeably more productive.
This hoodie
Not cheap, but unbelievably comfortable. One of those pieces you end up wearing way more than you expect.
Your Move
Lock in one plan this week.
A rescheduled date.
A first text.
A follow-up you’ve been overthinking.
Not to force anything. Not to chase anything.
Just to get the rep.
One rep at a time is how you get confident.
Listener Question of the Week
“How long should I give someone to reschedule a date?”
Your exact answer from the episode:
“I don't think an entire day should go by. I really think it should happen within that text conversation.”
That’s the cleanest rule you’ll ever hear. And the one that frees you the fastest.
Note From Josh
This episode reminded me how many of us are trying to figure out the exact same things. How long to wait. When to text. What the silence means. And it reminded me that clarity feels so much better than guessing. And I’ll keep saying this forever. Guys need spaces where we can actually talk about this stuff. The minute we do, it stops feeling overwhelming and starts feeling normal.
If this week gives you a moment where you’re debating whether to wait or reach out, go with clarity. Go with the thing that makes you feel grounded, not anxious.
Try. Just try. And tell me how it goes. I’m right there with you.
