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.
Do You Have to Ask Someone to Be Your Girlfriend?
I still think asking matters, and here's why.
What's the Difference Between Dating, Exclusivity, and a Relationship?
The labels aren't as confusing as they seem. Here's what each stage actually means and how relationships naturally progress.
The Toolkit: July 21, 2026
The best ideas, advice, and conversations from this week's Guyset episode, delivered every Tuesday.
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.
Early Career Questions, Answered
How to Land Your First Job and Build a Career You Actually Want
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)
How Do I Stop Doubting Myself?
Why The Voice In Your Head Feels More Convincing Than It Should
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
Is It Normal To Feel Like You Don't Know What You're Doing?
Feeling lost, uncertain, or behind in life? Here's why most people are figuring things out as they go, even if it doesn't look that way from the outside.
How Do You Create a Gym Routine That Works for You?
How to build a workout routine that fits your schedule, keeps you consistent, and actually helps you make progress.
How To Start Lifting Weights As A Beginner
New to the gym? Learn how to start lifting, build confidence, and create a simple workout routine without feeling overwhelmed or intimidated.
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.
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.
Career
Early Career Questions, Answered
How to Land Your First Job and Build a Career You Actually Want
