How Many Questions Should You Ask On A Date?
Why asking fewer, better questions leads to better conversations and makes the date feel natural instead of forced.
Should You Delete Photos With Your Ex on Instagram?
What to do with Instagram photos after a breakup and why archiving might be the smartest move.
How to Stop Overthinking the First Text
The perfect message doesn't exist. The longer you chase it, the harder it becomes to simply start the conversation.
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 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 Build Confidence
How To Become More Confident By Trusting Yourself And Taking Action
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
The Purchases That Genuinely Improved My Life
From the gym and great experiences to everyday essentials, these are the purchases that made the biggest difference in my confidence, routine, and overall quality of life.
The Purchases That Actually Improve Your Life
The everyday purchases, experiences, and investments that are actually worth your money.
The Best Investments You Can Make in Your 20s
From your health and confidence to experiences and everyday habits, these are the investments that pay you back for years.
The Toolkit Issue #2
How to spend your money on the things that actually improve your life.
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.
