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!

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

Follow Guyset on Instagram:
@guysetpodcast

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

Read daily blog posts:
https://guyset.com/

See you guys next Tuesday.