Guyset

How do you actually stand out in dating today? What makes someone memorable on a first date, and what small things actually make a difference?

In this episode of Guyset, I break down how to stand out in early dating, from texting and confirming plans to what to say on a date, how to ask better questions, and the small details that make you more attractive without trying too hard.

I talk about: • How to confirm a date (and why it matters more than you think) • What to text before and after a date • The best questions to ask on a first date • How to show confidence without being cocky • First date etiquette, paying, and planning • How to stand out through communication, energy, and effort

If you've ever wondered: How do I stand out on a date? What makes someone attractive early on? What should I text before or after a date? How do I stop overthinking dating?

This episode breaks it down in a way that's simple, practical, and actually useful.

Timestamps:

02:30 Modern Dating Has Changed

04:40 Confirming the Date (The #1 Way to Stand Out)

06:50 What to Text Before a Date

11:30 Asking Questions (What Most Guys Get Wrong)

18:20 Easy Conversation Topics

20:50 Confidence vs. Cockiness

25:30 First Date Etiquette (Manners and Who Should Pay)

29:45 What to Text After a Date

32:00 Planning the Second Date

34:15 Extra Ways to Stand Out

41:10 Final Thoughts + Outro

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

For More:

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

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

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

See you guys next Tuesday!

Am I settling… or am I just comfortable?

There's a point in your 20s where everything looks fine on the surface. You have a job, a routine, maybe you're dating someone, maybe you like where you live. But underneath that, there's this quiet question that keeps coming up… is this really it?

In this episode of Guyset, I break down what it actually means to be "settled" and why it's so hard to tell the difference between being happy and just being comfortable.

We talk about the three biggest areas where people settle without realizing it, career, where you live, and dating, and how fear and routine keep you stuck even when you know you want more.

I also share a personal story about almost turning down a huge opportunity because I was too comfortable, and the exact questions you can ask yourself to figure out if you're settling and what to do about it.

If something feels off in your life right now, there's probably a reason.

This episode helps you figure out what that is and what to do about it.

Timestamps:

00:00 The moment you start questioning your life 04:53 Comfort vs risk and why we stay stuck 09:27 Almost turning down a life-changing opportunity 16:06 Why it's so hard to take a risk on yourself 20:34 Settling in where you live 27:20 Settling in dating and relationships 29:40 How to know if you're settling 36:50 Why advice doesn't turn into action 41:29 No one is going to give you permission

For More:

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

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

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

See you guys next Tuesday!

How often should you shave? Should you be using dating apps or trying to meet someone out? And what does it actually mean when she doesn't text you back after a great night?

In this Dear Guyset episode, I'm answering some of the most common dating and relationship questions guys don't know where to ask out loud. We're talking about grooming and confidence, dating apps vs real life, texting anxiety, hookup culture, relationship pressure, and how to balance your friends with the person you're seeing.

If you've ever wondered: • How often should you shave? • Are dating apps better than meeting someone out? • She didn't text back… is it over? • Why do I feel pressure to be in a relationship? • How do I balance friends and a girlfriend? • Is it okay to go home with someone after the bar? • How have dating apps actually changed dating?

This episode breaks it down in a way that takes the pressure off and gives you real perspective.

I'm not an expert. I'm just a 25 year old guy figuring this out alongside you. But I believe guys should be talking about this stuff instead of overthinking it alone.

If you're navigating dating, texting, confidence, or just trying to figure out where you're at, this one's for you.

Timestamps:

00:00 Intro 00:17 What Dear Guyset is + why these questions matter 02:38 How often should you shave? 09:27 Dating apps vs meeting someone out 11:44 She didn't text back… is it over? 15:18 Why do I feel pressure to be in a relationship? 22:16 Balancing friends and a relationship 26:33 Staying in touch with friends as a guy 28:57 Is it okay to go home with someone after the bar? 31:17 How dating apps have changed dating 33:39 What makes a good Hinge profile? (next episode teaser) 35:00 Outro

New episodes every Tuesday. Ask me anything at guyset.com.

Watch the full episode on YouTube: @guyset Instagram: @guysetpodcast Ask Me Anything: https://guyset.com/ask-me-anything Daily blog posts: https://guyset.com/

See you guys next Tuesday!

In the past few months, have you felt a little off? Like you've been tired, unmotivated, or just not feeling like yourself for no clear reason?

In this episode of Guyset, I talk about something a lot of people experience but don't always have a name for: seasonal depression. When winter drags on, the days get shorter, the sun disappears earlier, and it can quietly affect your mood, motivation, and energy.

But then something happens. The sun comes back. The weather warms up. And suddenly it feels like a weight lifts off your shoulders.

In this episode, I talk about that exact moment and how you can use the return of sunlight and spring energy as a reset. Instead of beating yourself up for the winter slump, this is the perfect time to restart goals, rebuild habits, and regain momentum.

I also share the mindset shifts that helped me move through the winter months and how to take advantage of the motivation that comes when the season changes.

If you've been feeling stuck lately, this episode is a reminder that sometimes nothing is "wrong" with you. Sometimes it's just winter.

And the good news is: it's lifting.

What You'll Leanr In This Episode

• Why winter can quietly affect your mood and motivation • What seasonal depression actually is and why it happens • Why sunlight and longer days can instantly change your mindset • How to use the shift from winter to spring as a personal reset • How to rebuild routines, habits, and goals after a winter slump • Why you shouldn't beat yourself up for losing momentum

Timestamps:

00:00 Welcome to Guyset 00:17 Why winter can make you feel "off" 02:31 What seasonal depression actually is 04:50 When winter sadness becomes something deeper 07:04 The moment the sun comes back and everything changes 09:26 Why defining what you're feeling helps 11:50 Why sunlight and longer days affect motivation 14:09 The "spring reset" mindset 16:32 Revisiting goals you set earlier in the year 18:45 Why routines matter more than motivation 20:52 Resetting fitness and health goals before summer 22:56 Stop beating yourself up for winter productivity 25:20 Giving yourself credit for making it through winter 27:41 Why motivation is unreliable and habits matter more 29:52 Outro

Listen to Guyset: a podcast answering the real questions guys ask about dating, confidence, career, mindset, and life in your 20s.

New episodes every Tuesday.

If you enjoy the show, please follow the podcast and leave a 5-star review. It helps more people discover the show.

How do you actually stand out at work?

Whether you are starting your first job, beginning a new role, or a few years into your career, there are simple habits that make a huge difference in how people see you at work.

In this episode of Guyset, I talk about the things that actually matter if you want to succeed in your job. Not the corporate clichés. The real habits that make people stand out to their boss, earn trust from coworkers, and build a reputation as someone people want on their team.

I share the career advice I wish someone sat me down and told me before my first job. The small things that change how people see you at work. The mindset that helps you grow faster in your career. And the simple actions that make you more valuable in almost any workplace.

We talk about how to show up present in the office, how to ask better questions, why speaking early in meetings matters, how to build real relationships with coworkers, and why asking for feedback can completely change how you grow in a job.

If you want to get better at your job, build confidence at work, and learn how to stand out without trying to be the loudest person in the room, this episode will give you a framework you can start using immediately.

Topics in this episode include:

• How to stand out at work • Career advice for your first job • How to ask better questions at work • Why speaking early in meetings matters • How to build relationships with coworkers • Why feedback is one of the fastest ways to improve at your job • The habits that help you succeed in any workplace

If you have ever wondered how to succeed at work, how to make a good impression at a new job, or how to grow in your career early on, this episode is for you.

Timestamps

00:00 Introduction 00:45 The question: what actually matters when you start a job? 02:30 Why nobody teaches you how to succeed at work 09:20 Start your day present (no AirPods rule) 14:10 Ask "How can I help?" 17:55 Why asking questions early matters 22:10 Speak early in meetings 25:40 The coffee chat mentality at work 32:30 Why leaving after your boss matters 34:40 Ask for feedback regularly 37:00 Why you should not take feedback personally 40:20 The attitude that helps you succeed at work 41:45 Final thoughts and closing

Watch the full episode on YouTube here: @guyset

Follow on Instagram: @guysetpodcast

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

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

See you next Tuesday!

As you get older, staying in touch with friends gets harder. Life gets busier. People move cities. Careers take off. Relationships start. And suddenly, the friends you used to see every day become the friends you "need to catch up with."

In this episode of Guyset, I talk about why adult friendships naturally shift over time and why it takes real effort to maintain connection as life changes. Whether you're navigating long-distance friendships, struggling to keep up with friends after college, or just realizing you haven't seen someone important to you in months, this episode is for you.

I break down three simple ways to stay in touch with friends as you get older:

• How to actually make plans that stick • The 7-minute phone call rule • Why sending the text when you think of someone matters

Friendships evolve. That doesn't mean they disappear. It just means they require intention.

If you've ever wondered how to maintain friendships as an adult, how to stay close to long-distance friends, or how to keep meaningful relationships strong as life gets busier, this episode gives you practical advice you can use immediately.

Timestamps:

00:00 Why staying in touch gets harder as you get older 04:45 The moment you realize you haven't seen a close friend in months 09:35 Why adult life pulls friendships apart 18:30 Tip #1: Put a date on the calendar 23:16 Tip #2: The 7-Minute Phone Call Rule 27:43 Tip #3: Send the text when you think of them 30:01 Final thoughts

For More:

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

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

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

See you guys next Tuesday!

Why do we feel like we have to have it all figured out? And what if you're actually right where you're supposed to be?

In this episode of Guyset, I sit down with bestselling author Robert Dugoni to talk about career pressure, ego, confidence, anxiety, and how to stop feeling behind in life.

We break down: • Why young men feel pressure to "have it all together" • The difference between being anxious and having anxiety • Why making money doesn't automatically make you happy • How to stop tying your worth to your career • Creative doubt and learning to trust yourself • Why you don't have to figure your whole life out right now

If you've ever wondered: Am I behind in life? Why doesn't success feel how I thought it would? How do I deal with anxiety as a man? How do I stop comparing myself to everyone else? What actually matters long term?

This conversation is for you.

This is an honest conversation about redefining success, handling anxiety, building real confidence, and creating a life that actually feels good to live.

New episodes every Tuesday. More dating, confidence, career, and mindset advice at Guyset.com.

Timestamps:

00:00 – Welcome to Guyset 00:18 – Introducing Robert Dugoni 02:31 – The responsibility of doing your best work 06:30 – Why everything isn't a catastrophe 09:37 – The veneer men wear 13:30 – Anxiety vs being anxious 16:38 – Therapy, medication, and removing shame 20:14 – Why money doesn't equal happiness 22:41 – The shift in how we define success 27:28 – Routine, discipline, and showing up 29:53 – Creative doubt and trusting yourself 34:30 – Stepping away to find clarity 39:00 – The moment that changes your life 43:47 – Owning who you are 50:57 – You don't have to figure it all out

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

Watch the full episode on YouTube: @guyset

Check out Robert Dugoni's new book Her Cold Justice here!

Instagram: @guysetpodcast

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

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

See you guys next Tuesday!

When can you sleep together? How do you actually know if she's ready? And what does it mean if she seems interested but is a terrible texter?

In this Dear Guyset episode, I'm answering some of the most common early dating questions guys don't know where to ask out loud. We're talking about when to sleep together in a new relationship, how to read mixed signals, what bad texting really means, when to follow someone on Instagram, what to get your girlfriend as a gift, and what actually matters when you start your first job.

If you've ever wondered:

• When is it too soon to sleep together? • How do I know if she's ready? • She seems interested on the date but texts dry. Is she into me? • When should I follow her on Instagram? • What actually matters at your first job?

This episode breaks it down in a way that takes the pressure off and gives you real perspective.

I'm not an expert. I'm just a 25 year old guy figuring this out alongside you. But I believe guys should be talking about this stuff instead of overthinking it alone.

If you're navigating early dating, mixed signals, Instagram timing, gift ideas, or starting your career, this one is for you.

Timestamps:

00:00 Welcome to Dear Guyset 02:37 When Can You Sleep Together? How to Know If She's Ready 06:54 How to Ask If She's Comfortable Without Making It Weird 11:15 She Seems Interested but Is a Bad Texter. What Does It Mean? 15:39 How to Read Actual Interest vs Mixed Signals 17:57 When Should You Follow Someone on Instagram? 20:20 Why You Should Wait Before Following 21:30 What to Get Your Girlfriend as a Gift 24:54 What Actually Matters at Your First Job 29:15 How to Become Irreplaceable at Work 31:30 Next Question

New episodes every Tuesday.

Ask me anything at guyset.com.

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

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

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

See you guys next Tuesday!

Valentine's Day comes with pressure for almost every guy, whether you're single, in a relationship, or somewhere in between.

I've experienced Valentine's Day from both sides. I've been single for most of my life, and I've also been in relationships. And I can honestly say they're completely different experiences, but they're both stressful in their own way.

If you're single, Valentine's Day can feel like a reminder of what you don't have. If you're in a relationship, it can feel like pressure to get everything right. And when Valentine's Day falls on a weekend, that pressure feels even heavier.

In this episode, I talk about why Valentine's Day brings up so much for guys and how to take the pressure off without ignoring how you actually feel. I break down the mindset behind the holiday, how social media makes it worse, and why this one day can make you question where you're at in your life or dating life.

For single guys, I share how to get through Valentine's Day without spiraling, doom-scrolling, or forcing something that doesn't feel right, and how to reframe the day in a way that actually helps you move forward.

For guys in relationships, I talk through simple, realistic ways to show effort and care without stressing yourself out or overcomplicating the day, and what actually matters versus what doesn't.

This episode is about easing pressure, reframing expectations, and remembering that wanting love, connection, or something more is normal and not something to beat yourself up over.

If Valentine's Day makes you feel anxious, frustrated, lonely, or just a little off, this episode is here to make it feel lighter.

Timestamps

00:00 – Why Valentine's Day feels heavier 01:15 – The pressure every guy feels 02:35 – Why it hits single guys harder 05:45 – What not to do when you're single 10:30 – Reframing Valentine's Day

15:30 – Pressure in relationships 18:10 – What actually matters 21:20 – Simple ways to do it right

26:10 – Taking the pressure off 29:10 – Final thoughts

Watch the full episode on YouTube: @guyset

Instagram: @guysetpodcast

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

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

See you next Tuesday!

Most guys are not bad at flirting. They are just stuck in their head.

In this episode of Guyset, I go back to the basics with Flirting 101. I talk about how to flirt with confidence, how to make the first move without getting stuck in your head, and how to handle rejection without letting it destroy your self-esteem. This is not about pickup lines or dating tricks. It is about mindset, presence, and learning how to put yourself out there in a way that feels natural.

I share real stories from my own dating life, including moments where flirting went wrong, confidence took a hit, and I had to learn how to try again. If you feel nervous talking to women, struggle with fear of rejection, or replay conversations in your head after the fact, this episode is for you.

Whether you are just starting out with dating, getting back into it after a breakup, or trying to feel more confident flirting in real life, this episode breaks down the fundamentals in a simple and honest way.

In this episode, I cover:

• How to flirt without overthinking
• How to make the first move with confidence
• How to read interest and body language
• How to deal with rejection and keep going
• Why flirting is a skill you build through reps, not something you are born knowing

This is a foundational episode for guys who want flirting to feel easier, calmer, and more natural.

Timestamps:

00:00 Why flirting still matters for every guy 01:55 Flirting 101 and why we are going back to the basics 04:10 Why fear of rejection holds most guys back 07:00 A real flirting story that did not go well 11:20 How overanalyzing kills confidence 14:45 Stop beating yourself up for awkward moments 17:30 How to get out of your head before you flirt 20:15 Body language, eye contact, and presence 23:10 What to actually say when you walk up to someone 25:00 Asking for her number and making the first move 27:40 When to move on instead of forcing it 30:00 Why flirting is a skill you build through reps

If this episode helped in any way, I would really appreciate it if you subscribed, gave it five stars, and left a quick review. It genuinely helps more guys find the show.

You can watch the full episode on YouTube at @guyset You can follow me on Instagram and TikTok at @guysetpodcast

If you have something you want me to talk about, head to https://guyset.com/ask-me-anything and send it in. I also write daily blog posts on dating, confidence, mindset, and life in your 20s at https://guyset.com/

See you guys next Tuesday!