How to Tell If a First Date Went Well
The signs to look for when you’re unsure how the night actually went
Is It Okay to Go Home With Someone After the Bar?
What it means to go home with someone after the bar, and how to decide if it’s the right choice for you
How Do You Know If You Actually Want a Relationship?
How to know if you actually want a relationship or just feel pressure to be in one
How Do You Stop Overthinking Early Dating Situations?
Why you overthink early dating situations and how to stop overanalyzing texts and signals
How Do You Stop Feeling Overwhelmed at Work? (What Actually Helps in the Moment)
How to regain control when you feel overwhelmed at work and everything feels urgent
When Should You Leave Your First Job?
How to know it’s time to leave your first job and the signs you’ve stopped growing
How Many Drinks Should You Have at a Work Happy Hour?
A simple rule for balancing socializing with coworkers without hurting your professional reputation.
How Do You Know It’s Time To Leave A Job?
The clear signs it’s time to leave your job and how to know when you’ve stopped growing
What to Do When You Feel Overwhelmed and Stressed Right Now
A practical guide for when everything feels like too much and you don’t know where to start
The Internal Monologue of Lifting
Why going to the gym feels so mental, why you overthink everything, and how to stop feeling watched and out of place
Why Do I Feel Behind Compared to My Friends?
How to stop feeling behind in life compared to your friends and feel confident in your own timeline
Why So Many Guys Struggle With Body Image (But Don’t Talk About It)
The conversation doesn’t happen out loud. That doesn’t mean it isn’t happening.
Is It Bad To Live At Home After College?
How to Know If Staying Home Is a Smart Reset or Holding You Back
What Should Guys Wear Going Out? (Simple Outfit Ideas That Always Work)
A practical, real-world guide featuring insights from Ryan Winter on outfits, confidence, and what actually looks good.
How Do You Stay In Touch With Friends In Your 20s?
Simple ways to stay connected with friends in your 20s without overthinking or letting time pass
How Often Should You Wash Your Sheets (Actually)?
The Question Everyone Thinks About But Doesn’t Really Ask
Conversations about dating, confidence, work, and figuring life out as it’s happening.
Editor's note
I started Guyset because nothing I was reading actually helped when I needed it. Nothing felt like it was talking to me.
So I built the thing I was looking for.
A place for the conversations you have late at night, in your head, or right after something doesn’t go the way you hoped it would.
A reminder that you’re not the only one thinking these things.
— Josh
Editor's picks
Dating
How to Tell If a First Date Went Well
The signs to look for when you’re unsure how the night actually went
Mindset
The Internal Monologue of Lifting
Why going to the gym feels so mental, why you overthink everything, and how to stop feeling watched and out of place
Career
When Should You Leave Your First Job?
How to know it’s time to leave your first job and the signs you’ve stopped growing
