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.
The Toolkit: July 21, 2026
The best ideas, advice, and conversations from this week's Guyset episode, delivered every Tuesday.
Can You Date Multiple People at Once?
Modern dating has changed the rules. Here's how to know when dating multiple people is healthy—and when it's time to choose one.
The Modern Dating Timeline: Every Stage From the First Date to a Committed Relationship
Understand every stage of modern dating, from the first date and situationships to exclusivity, defining the relationship, and building a healthy long-term partnership.
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
I Hate My Job But Don't Know What's Next: How to Move Forward
What to do when you know something isn’t right, but you don’t have a clear plan yet
Why Do I Feel Stuck in My Career in My 20s?
What’s actually behind that feeling and how to move out of it
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
How Do You Overcome Self-Doubt?
Why Confidence Comes After Action, Not Before It
Why Confidence Isn’t About How You Look (Even Though It Feels Like It Is)
Why it feels tied to appearance, what actually builds it, and how to shift out of that mindset
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.
How Do You Start Going to the Gym? (A Beginner's Guide)
A simple guide to starting a gym routine when everything feels confusing, intimidating, or overwhelming.
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
