Guyset

Feeling behind in life is one of the most common thoughts people have in their 20s, especially after college. You look around and it feels like everyone else is moving faster. Better jobs. Better relationships. More clarity. More progress. And somehow you missed the timeline.

In this episode, I break down why that feeling exists, why it's so convincing, and why it's also misleading.

We talk about comparison, social timelines, career pressure, relationships, and the unspoken belief that life is supposed to follow a specific order by a specific age. I explain why there is no universal timeline, why no one is actually ahead, and how most people's lives look a lot more similar than we think once you zoom out.

I share two visuals that completely changed how I think about being "behind": – The idea that we're all walking different tightropes, moving at different speeds – The idea that everyone builds their life like a puzzle, starting in different places

This episode is for anyone who has ever asked:

Am I behind in life? Why does everyone else seem to have it figured out? Is it normal to feel lost in your 20s? Am I running out of time? Why does comparison feel so heavy right now?

If you've been feeling stuck, late, or unsure if you're doing life "right," this conversation is meant to help you zoom out, reset your perspective, and stop measuring your life against someone else's timeline.

There is no behind. There are just different chapters, different seasons, and different moments of change.

If this resonated, subscribe for more honest conversations about confidence, dating, and figuring things out.

Watch the full episode on YouTube: @guyset

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See you guys next Tuesday.

In this Dear Guyset episode, I answer the modern dating questions guys are actually dealing with but rarely know how to talk about. What do you do when your friends don't like your girlfriend? Is it possible to go back to being friends after hooking up? Can you date multiple people early on without being a bad guy? And what should you text when she cancels a date?

We talk through real situations around early dating, mixed signals, friendship boundaries, paying on dates, dating apps, and navigating modern dating rules without overthinking every move. This episode is about handling dating with clarity, confidence, and respect for yourself and the people involved.

If you're confused about dating dynamics, struggling to balance friendships and relationships, or wondering what the "right" move is in today's dating culture, this Dear Guyset episode breaks it down in a way that actually makes sense.

This episode is for anyone navigating early dating, blurred friendship lines, or trying to make sense of modern dating expectations.

Timestamps

00:00 Welcome to Dear Guyset 02:30 My friends don't like my girlfriend. What should I do? 10:15 Can you go back to being friends after hooking up? 16:55 Should I accept if she offers to split the bill on a date? 21:20 Is it bad to date multiple people at the same time? 26:10 What should I text when she cancels a date? 30:35 Is it embarrassing to meet someone on a dating app? 35:10 When is it okay to sleep together? (next Dear Guyset question)

Have a question you want answered in the next Dear Guyset? Submit it at guyset.com or DM me @guysetpodcast.

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

Ask Me Anything: https://guyset.com/ask-me-anything

More from Guyset: https://guyset.com/

See you guys next Tuesday!

How do you become more interesting, especially on dates, at work, or when you feel stuck in your 20s?

This episode started with a simple question I was asked about dating: How do I become more interesting? But the more I thought about it, the more I realized this question applies to everything. Confidence. Career. Friendships. Relationships. How you see yourself when life starts to feel repetitive or stagnant.

In this episode, I break down why feeling uninteresting is rarely about your personality and almost always about not trying new things. When you stop experimenting, confidence fades. Conversations feel flat. Dates feel harder. Life starts to feel smaller than it should.

I talk about why experimentation matters more than talent, why being willing to look bad at something is actually a strength, and how trying new things naturally makes you more confident, more attractive, and more grounded. Not because you are performing for other people, but because you are finally engaging with your own interests again.

We get into ambition, hobbies, and why people are drawn to passion even when it is messy. Becoming more interesting is not about impressing others. It is about having something you are genuinely excited to talk about.

In this episode, I cover:

• How to become more interesting without changing who you are

• Why confidence drops when you stop trying new things

• What actually makes someone attractive on dates

• How hobbies and curiosity change how you show up

• Why experimentation matters more than talent

If you have ever searched how do I become more interesting, why do I feel boring, or how to be more confident on dates, this episode is for you.

The goal is not to find your forever passion. The goal is to start trying again.

Subscribe, give this episode 5 stars, and leave a review!

Ask me anything: @guysetpodcast & https://guyset.com/ask-me-anything

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

Daily blog posts: https://guyset.com/

TikTok: @theguyset

Email: [email protected]

See you guys next Tuesday!

There's a moment that hits after work when you sit in your car, open LinkedIn, or scroll job boards and think, what am I actually doing? Not because you're failing. Not because things are falling apart. But because something just doesn't feel right.

In this episode, I talk honestly about career uncertainty, burnout, comparison, and the pressure to feel fulfilled by your job. I share the thoughts I've been sitting with over the past year, the conversations I've had with coworkers and friends at very different stages of their careers, and why realizing that no one really has it all figured out can be strangely comforting.

If you feel lost in your career, unsure about your next step, or questioning whether you're on the right path, this episode will help you feel less alone.

This isn't an episode with a perfect roadmap or a five-step plan. It's about feeling seen in the middle. About understanding that not knowing what you want to do doesn't mean you're behind. It means you're paying attention.

Timestamps

00:00 – Welcome to Guyset and why this episode matters 00:45 – The after-work feeling of "what am I doing with my career?" 02:40 – Questioning fulfillment, purpose, and whether your job should feel meaningful 04:55 – Burnout, bad days at work, and starting to look for something else 06:15 – How LinkedIn comparison makes career uncertainty louder 08:05 – The parts of career struggle no one posts about 09:40 – Realizing career uncertainty doesn't disappear with age 11:10 – Conversations with older coworkers who still feel unsure 12:45 – Why not having it figured out doesn't mean you're failing 14:10 – Talking to people as the best way to navigate uncertainty 15:55 – Why reaching out to others actually works 17:05 – Identifying what you're good at vs. what you enjoy 18:45 – Narrowing your career focus instead of searching broadly 20:35 – Following your gut even when it's uncomfortable 22:10 – Why it's easier to stay put than face the unknown 23:45 – Reframing uncertainty as a normal part of growth 25:10 – Final thoughts on comparison, confidence, and being okay where you are

Subscribe, give this episode 5 stars, and leave a review!

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

Ask Me Anything: https://guyset.com/ask-me-anything

Daily blog posts: https://guyset.com/

TikTok: @theguyset

Email: [email protected]

See you guys next Tuesday!

Every year, we tell ourselves this is the year we finally change things.

We reset on January 1st. We make big promises. We swear this time will be different. And then life happens. A day gets missed. A habit slips. Motivation fades. And suddenly the goal that mattered so much feels heavy, frustrating, or out of reach.

In this episode, I break down how to actually make your New Year's resolutions stick, even when life gets in the way.

This isn't about discipline, motivation, or forcing yourself to be perfect. It's about building goals that can survive missed days, busy weeks, and real life. I talk about why the "fresh start" mindset sets so many guys up to quit, why missing a day doesn't erase your progress, and how to break big goals into simple systems you can return to again and again.

You don't need a perfect reset. You don't need to start over. You just need a way to keep going.

Timestamps

00:00 – Why we treat New Year's like a "reset button" 01:30 – The pressure we put on January 1st 03:00 – Why life doesn't actually change when the calendar does 05:00 – How missing one day turns into quitting altogether 07:10 – There is no grand reset and why that matters 09:30 – The brushing your teeth mindset for goals 11:45 – Why missing a day doesn't erase your progress 14:00 – How I think about goals like reading a book 16:15 – My simple framework for setting goals 18:30 – Breaking big goals into smaller systems 20:45 – My personal fitness goal and how I structure it 23:00 – Why consistency matters more than perfection 25:20 – How to keep going when motivation fades 27:00 – Final thoughts and how to apply this anytime during the year

Subscribe, give this episode 5 stars, and leave a review:

• Watch the full episode on YouTube: @guyset
• Instagram: @guysetpodcast
• Ask Me Anything: https://guyset.com/ask-me-anything
• Daily blog posts: https://guyset.com/
• TikTok: @theguyset
• Email: [email protected]

See you guys next Tuesday!

Almost 50% of guys ages 18–25 have never asked someone out in person. Not because they do not want to, but because they hesitate.

In this episode of Guyset, I break down why asking someone out feels so nerve-wracking now, where the fear actually comes from, and why the usual advice like "just shoot your shot" does not help when you are in your head.

I talk about dating anxiety, fear of rejection, confidence, and the shame loop that keeps guys frozen instead of moving. I share my own experiences, the mindset shift that helped me stop overthinking, and a way to reframe fear so it stops running the show.

If you have ever wanted to ask someone out but talked yourself out of it, replayed the moment on the way home, or felt like everyone else has it figured out except you, this episode is for you.

New episodes every Tuesday answering the questions guys are actually asking.

Timestamps:

00:00 Welcome to Guyset 00:18 The statistic that explains why dating feels harder now 01:30 Why so many guys avoid asking someone out in person 02:20 The shame loop that keeps you stuck 03:50 Fear of rejection vs fear of confirming what you already believe 05:00 Why asking someone out feels so high-stakes 06:40 Cuffing season pressure and feeling behind 08:20 Why "just go for it" advice does not work 10:30 What rejection actually does to your confidence 12:55 The regret of not saying anything 14:40 How my perspective on confidence has changed 16:50 Reframing fear into excitement 18:20 The "fear vs potential" mindset 23:05 Why potential is more powerful than trying 26:25 Getting out of your head and into action 28:35 Realizing you are not the only one feeling this way 30:10 How you put yourself in the other 50% 31:45 Final takeaway

Subscribe, give this episode 5 stars, and leave a review!

• Watch the full episode on YouTube: @guyset
• Instagram: @guysetpodcast
• Ask Me Anything: https://guyset.com/ask-me-anything
• Daily blog posts: https://guyset.com/
• TikTok: @theguyset
• Email: [email protected]

See you guys next Tuesday!

In this Dear Guyset episode, I answer the questions guys actually search for but rarely say out loud.

I start with a big one: how to handle farting in a relationship, especially early on when you are trying to avoid making things awkward. Then I get into commitment anxiety and the real question behind it: how do you know if you are ready for a relationship, or are you just scared you will mess up something good?

I also break down what it means if a girl likes your Instagram story, why an Instagram story like can be a form of indirect flirting, and what to do when it feels like the ball is suddenly in your court.

I talk about dating uncertainty, mixed messages, rejection, and the pressure guys feel to have everything figured out before they commit. Just the honest perspective from someone who has been there and is still figuring it out too.

The questions I answer timestamped:

02:32 – How do you handle farting in a relationship? 09:27 – What does it mean if a girl likes your Instagram story? 14:03 – She said she's not ready for a relationship. Is that a cop-out? 18:37 – How do I know if I'm ready for a relationship? 29:59 – My girlfriend never plans dates. How do I ask her to plan more? 39:10 – Next Dear Guyset question preview

Send in your questions anonymously at https://guyset.com/ask-me-anything

New episodes every Tuesday. Subscribe, give this episode 5 stars, and leave a review!

• Instagram: @guysetpodcast
• Watch the full episode on YouTube: @guyset
• Ask Me Anything: https://guyset.com/ask-me-anything
• Daily blog posts: https://guyset.com/
• TikTok: @theguyset
• Email: [email protected]

See you guys next Tuesday!

Feeling jealous of a friend and not sure what that says about you? In this episode, I break down what jealousy actually means, why it shows up, and how it can reveal way more about your life than you think.

This question came straight from a listener who asked, Is it bad to be jealous of my friend? My short answer is no. My real answer needed a full episode. A lot of guys wonder the same thing and also ask, Why do I get jealous of my friends and how do I stop it? Jealousy is one of the most common emotions guys feel, and most of us have no idea what to do with it.

I talk about why "jealousy is rooted in insecurity. And I mean deeply rooted in insecurity" and how it can function as an indicator, a mirror, or even a motivator if you learn how to use it. I also get into the messy parts no one wants to admit. The comparisons. The resentment. The quick thoughts you do not mean but still feel.

By the end of this episode, you will walk away knowing what your jealousy is actually trying to tell you and how to turn it into something positive instead of something that eats at your confidence.

If you have ever compared yourself to a friend, felt behind, or wondered why someone else has something you want, this one will hit home. And like I say in the episode, "If one person's thinking that, at least 10 or a million other guys are feeling that way too."

Listen in and then head to Guyset.com to submit your own question for a future episode.

Subscribe, give this episode 5 stars, and leave a review!

Connect with me:

• Instagram: @guysetpodcast
• Watch the full episode on YouTube: @guyset
• Ask Me Anything: https://guyset.com/ask-me-anything
• Daily blog posts: https://guyset.com/
• TikTok: @theguyset
• Email: [email protected]

See you guys next Tuesday!

Ever wanted to borrow someone's confidence? Well now you can. In this episode, I break down the mindset shift that helped me stop overthinking, start taking action, and actually feel more confident in situations I used to avoid altogether. If you've ever looked at someone and wondered how they walk into a room like they belong there, or how they talk to people so easily, or how they seem unfazed by the things that make you second guess yourself, this episode is for you.

I talk about what "borrowing confidence" really means and why it is the most practical version of fake it till you make it. You can literally try on someone else's confidence the same way you'd try on a jacket. You study what they do, you put the mindset on for a few minutes, and you see how it fits. And if it works, it becomes yours. If it doesn't, you return it and try something else. It is that simple.

In this episode, I share exactly how I used this idea in real life. Learning how to speak up in meetings by watching someone with decades more experience. Borrowing someone's social confidence to walk up to a girl at a bar. Using Alix Earle's consistency framework to build my own posting schedule. And most recently, channeling Emma Chamberlain on a red carpet while interviewing the Succession cast for the first time. All of it came from studying people who already had what I wanted and using their momentum to build my own.

This episode is packed with real examples, practical stories, and a clear framework you can use today. Borrow someone's confidence. Borrow their mindset. Borrow their discipline. Borrow whatever trait you need until it becomes yours. That is how you build the version of yourself you've been trying to become.

If you feel stuck, unsure of yourself, dealing with self-doubt or imposter syndrome, or tired of wondering why other people seem so confident, start here. Confidence is not something you wait for. It is something you borrow until it becomes part of you.

New episodes every Tuesday. Watch the full episode on YouTube and find daily articles, Q&A, and more at Guyset.com.

Subscribe, give this episode 5 stars, and leave a review!

• Instagram: @guysetpodcast
• Watch the full episode on YouTube: @guyset
• Ask Me Anything: https://guyset.com/ask-me-anything
• Daily blog posts: https://guyset.com/
• TikTok: @theguyset
• Email: [email protected]

See you guys next Tuesday!

In this episode, I talk about what actually happens when you feel stuck in life, why motivation disappears, and how to rebuild momentum when you feel burnt out or unsure of yourself. I walk through the moments where you lose belief in your abilities, the pressure guys put on themselves, the end-of-year slump, and the thoughts that make you question what you're doing.

I also break down the mindset shifts that help you get unstuck in a way that finally feels practical. You'll learn how to recognize when you're in a fixed mindset, how burnout affects your sense of direction, and why getting out of a rut is something you practice one small step at a time, not something you magically wake up feeling ready for.

Then I introduce the idea that changed everything for me: You can borrow momentum. You can borrow belief. You can look at someone you admire, study how they started, and borrow the patterns they use to move forward. It's the simplest way to find clarity again when you feel disconnected from yourself. I'll be following up on this idea in next week's episode eyes emoji!

If you've been wondering things like:

• Why do I feel stuck right now
• How do I get out of a rut
• Why does my motivation disappear
• How do I feel like myself again
• What mindset shifts actually help

Then this episode is for you.

By the end, you'll have real tools you can use today. You'll know how to act like the person you want to become, how to borrow pieces of someone else's momentum while you build your own, and how to make small mindset shifts that help you move forward again.

This is your guide to getting unstuck, finding clarity, and rebuilding your momentum one choice at a time.

Subscribe, give this episode 5 stars, and leave a review!

• Instagram: @guysetpodcast
• TikTok: @theguyset
• Watch the full episode on YouTube: @guyset
• Ask Me Anything: https://guyset.com/ask-me-anything
• Daily articles: guyset.com
• Email: [email protected]

See you guys next Tuesday!