

Why So Many People Get Stuck in Situationships
Here's why so many people get stuck in situationships, what keeps undefined relationships from moving forward, and how honest communication creates the clarity healthy relationships need.

How Long Should You Stay in a Situationship?
Every situationship reaches a point where it's time to define the relationship or move on.

How Do You Have the "What Are We?" Conversation?
The "what are we?" conversation creates the clarity every healthy relationship needs.

How To Have the "What Are We?" Conversation?
The "what are we?" conversation creates the clarity every healthy relationship needs.

How Do You Know When It's Time to Leave Your Job?
How to tell the difference between a rough stretch and a sign it’s time to move on

How to Stay Motivated During a Long Job Search (Even After Rejection)
The right mindset won't eliminate rejection, but it will help you keep moving forward.

Why Your First Job Matters Less Than You Think
Your first job shapes your career, but it doesn't have to define the rest of it.

The Job Search Playbook for Recent Graduates
Landing your first job isn't about luck, it's about building a strategy that consistently creates opportunities.

How to Stop Feeling Like You're Not Good Enough
If you've ever wondered whether you're good enough to get the job, ask someone out, or chase a big goal, here's how to move forward despite self-doubt.

How to Stop Letting Fear Hold You Back
Fear never completely disappears, but it doesn't have to control your decisions. Here's how to move forward even when you're scared

How To Rebuild Self-Belief
How To Rebuild Self-Confidence After Setbacks, Failure, And Self-Doubt

How Do I Stop Being Afraid Of Failure?
Why Fear Of Failure Is Keeping You Stuck (And How To Move Forward)

The Toolkit Issue #2
How to spend your money on the things that actually improve your life.

The Best Things I've Ever Spent Money On (And Why They're Actually Worth It)
The purchases that have saved me time, built my confidence, improved my daily life, and turned out to be much better investments than I ever expected.

How Often Should You Wash Your Sheets?
A realistic rule for keeping your bed clean without overcomplicating your routine.

What to Wear on a First Date
Simple first-date outfit advice for guys who want to feel confident, attractive, and comfortable without looking like they tried too hard
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
Why So Many People Get Stuck in Situationships
Here's why so many people get stuck in situationships, what keeps undefined relationships from moving forward, and how honest communication creates the clarity healthy relationships need.

Lifestyle
The Best Things I've Ever Spent Money On (And Why They're Actually Worth It)
The purchases that have saved me time, built my confidence, improved my daily life, and turned out to be much better investments than I ever expected.

Dating
When Should You Ask Someone to Be Your Girlfriend?
The right time to ask someone to be your girlfriend depends more on the relationship than the timeline.








