In this month's Dear Guyset episode, I answer the questions guys are actually asking about dating, confidence, work, and figuring out your 20s. I talk about age gaps in relationships, whether pick up lines ever actually work, how to prepare for a job interview quickly, why dating apps can feel so frustrating, and how to negotiate your salary without completely panicking. If you've ever felt like everyone else secretly knows what they're doing except you, this episode is for you. Topics: 02:31 Wh...
May 19, 2026•44 min•Season 3Ep. 155
This week, I wanted to talk about something I think so many people struggle with after graduation, during their first jobs, or honestly at any point in their 20s: how to actually figure out what you want to do with your life. I talk about why I think we spend so much time obsessing over what could be or what could've been instead of paying attention to the things already right in front of us that are trying to point us somewhere. The projects that excite you. The conversations you actually look ...
May 12, 2026•32 min•Season 3Ep. 154
No one really tells you what life actually feels like after college. There's no clear structure anymore. No defined path. And for the first time, it's fully on you to figure out what comes next. In this episode, I talk about post-grad life and why this phase can feel so uncertain. The pressure to have things figured out, the questions about your career, your friends, your future, and the feeling that you might be falling behind. I get into why this happens, why you start to doubt yourself, and h...
May 05, 2026•28 min•Season 3Ep. 153
Why does it feel like everyone is watching you at the gym? Why do you feel like an imposter, even when you've been showing up consistently? In this episode, I break down the internal monologue of lifting, what gym imposter syndrome actually feels like, and why that voice in your head doesn't fully go away. I talk about the moment I felt like I didn't deserve a bench, how that brought me back to when I first started, and the mindset shift that changed everything. If you've ever felt judged, out o...
Apr 28, 2026•29 min•Season 3Ep. 152
How do you respond to a breakup text? Should you send one after a few dates? What if sex felt awkward the first time? And how do you actually come across as confident on a date? In this episode of Guyset , I answer real questions guys are asking about breakups, awkward sex, confidence, rejection, and navigating situations no one really prepares you for. If you've ever overthought a text, felt unsure after a hookup, or questioned how you come across on a date, this episode will give you real, hon...
Apr 21, 2026•35 min•Season 3Ep. 151
How do you stay consistent when motivation disappears? What does it actually take to build something, stay disciplined, and get better over time? In this episode of Guyset, I break down the concept of the daily practice and why consistency, discipline, and belief are the real difference between people who succeed and people who don't. I talk about a Juilliard flute player who practices 5+ times a day, Elizabeth Gilbert's perspective on handling both failure and massive success, and what 150 epis...
Apr 14, 2026•27 min•Season 3Ep. 150
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...
Apr 07, 2026•45 min•Season 3Ep. 149
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 w...
Mar 31, 2026•46 min•Season 3Ep. 148
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 seei...
Mar 24, 2026•37 min•Season 3Ep. 147
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...
Mar 17, 2026•31 min•Season 3Ep. 146
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...
Mar 10, 2026•45 min•Season 3Ep. 145
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...
Mar 03, 2026•32 min•Season 3Ep. 144
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 you...
Feb 24, 2026•53 min•Season 3Ep. 143
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 whe...
Feb 17, 2026•34 min•Season 3Ep. 142
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...
Feb 10, 2026•30 min•Season 3Ep. 141
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 ...
Feb 03, 2026•34 min•Season 3Ep. 140
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 s...
Jan 27, 2026•25 min•Season 3Ep. 139
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 navigati...
Jan 20, 2026•37 min•Season 3Ep. 138
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 personali...
Jan 13, 2026•42 min•Season 3Ep. 137
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 v...
Jan 06, 2026•26 min•Season 3Ep. 136
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 t...
Dec 30, 2025•28 min•Season 3Ep. 135
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...
Dec 23, 2025•31 min•Season 3Ep. 134
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 Instagr...
Dec 16, 2025•42 min•Season 3Ep. 133
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 comm...
Dec 09, 2025•28 min•Season 3Ep. 132
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 "borrow...
Dec 02, 2025•36 min•Season 3Ep. 131
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 recogniz...
Nov 25, 2025•35 min•Season 3Ep. 130
Dating should be simple, but somehow it never is. In this Dear Guyset episode, I'm answering the questions guys actually deal with every week. How long should you wait after she cancels a date? What do you text after getting her number at a bar? And what are you supposed to do when someone you like suddenly starts pulling back or straight up ghosts you? I talk through the mistakes most guys make when a date gets rescheduled, what the first text should really sound like, how to keep the momentum ...
Nov 18, 2025•37 min•Season 3Ep. 129
Ever had a conversation go so badly that you replay it in your head for days? In this episode, I'm sharing my most awkward networking moment yet: approaching a successful movie producer and completely fumbling the interaction. From forgetting everything I planned to say to asking cringe-worthy questions, this is a masterclass in what NOT to do when introducing yourself to someone successful. But here's the thing: awkward moments are still better than never trying at all. I break down why I'm gla...
Nov 11, 2025•32 min•Season 3Ep. 128
In this episode, I talk with Simon Gervais, a former counterterrorism agent who once protected presidents like Barack Obama and Queen Elizabeth II, and Ryan Steck, founder of The Real Book Spy. Together, they co-wrote the new book, The Second Son coming December 1st. What happens when you leave a life of danger for a life of storytelling? Simon opens up about trading high-stakes operations for high-stakes writing, how discipline still drives everything he does, and why believing in yourself some...
Nov 04, 2025•54 min•Season 3Ep. 127
I've been on both sides of the hiring table recently, and I'm sharing exactly what makes candidates stand out (and what makes them forgettable) in today's virtual interview world. This isn't your typical "straighten your tie and walk into a high-rise" interview advice. This is real talk about going from your bathroom to your Zoom call and still landing the job. I'm breaking down the interview turn-ons and turn-offs I've noticed while conducting interviews, plus the confidence strategies that act...
Oct 28, 2025•43 min•Season 3Ep. 126
