The highly anticipated second Guyset Toolkit episode is HERE!

The Ultimate Guys' Toolkit: Quick Answers to 20-Something Life Questions

From dating dilemmas to morning routines - here are the honest answers to questions guys actually want to ask.

The Real Questions Guys Ask (But Don't Always Talk About)

Let's be honest - being a guy in your 20s comes with a lot of questions that you don't necessarily want to Google or ask your friends. From "How often should I wash my towels?" to "When is it too soon to ask someone on a date?" - these are the real-life queries that keep us up at night.

Getting Out of Bed (When You Really Don't Want To)

The Problem: Feeling stuck in bed, scrolling your phone for way too long every morning.

The Solution:

• Put your phone on Do Not Disturb before bed - This is a game-changer. You'll wake up proactive instead of reactive.

• Set multiple alarms 5 minutes apart - Give yourself permission to snooze once or twice, but have a hard stop.

• Don't check your phone until after you've brushed your teeth - When you immediately start responding to messages, you're already 20-25 minutes behind your day.

The key is waking up with intention rather than immediately getting bombarded by notifications, emails, and whatever chaos happened while you slept.

Dating Timing: When to Make Your Move

How Soon is Too Soon to Ask for a Date?

Answer: There's no such thing as too soon.

If you're texting someone and getting good vibes after just 8-10 messages, go for it. Why wait? The real risk is waiting too long and losing momentum.

Signs to ask them out:

• Consistent back-and-forth texting (responses within 20-30 minutes)

• The conversation flows naturally

• You've been texting for 1-2 days with good energy

Best Time for a Date

7:30-8:00 PM is the sweet spot.

This gives people time to:

• Finish work (usually ends 5-5:30 PM)

• Get home and settled (around 6-6:30 PM)

• Actually get ready without rushing

For weeknight dates (Tuesday-Thursday), stick to 7:30 PM or later.

The Instagram Follow Question

Don't follow them after the first date - unless there's a specific reason that came up during your conversation.

Wait until after the second or third date. Following too early can come across as too eager, and you'll end up following way too many people you only went on one date with.

Post-Date Strategy

After drinks, you have options based on how things are going:

If it's going well:

• "Want to check out that ice cream place I mentioned?"

• "I know a good cookie spot around here"

• "There's another bar with a completely different vibe nearby"

If it's winding down:

• Always offer to walk them back or help them get an Uber

• "I'll wait with you until your ride gets here"

• Be a gentleman, but read the room

Pro tip: Don't feel pressured to make every first date a marathon. 1.5-2 hours is perfectly fine - save something for the second date.

Seasonal Depression and Time Change Survival

When it gets dark at 4 PM and you feel like your soul is leaving your body:

Get outside before dark - Even a 15-20 minute walk can combat that "the day is already over" feeling.

Make it non-negotiable - Whether you work from home or in an office, prioritize getting some steps in while there's still daylight.

This is such a common struggle that it deserves its own deep-dive conversation, but starting with outdoor time is crucial.

Quick Single-Serve Meals That Don't Suck

The One-Pan Method (OPM):

• Salmon + vegetables + rice = minimal cleanup

• Chicken (cut into smaller pieces so it cooks faster and more evenly)

• Season everything with garlic, salt, pepper, hot sauce

Salmon hack: Make little hand rolls with seaweed and avocado to change up the flavor profile.

The key is keeping cleanup minimal - that's usually what stops people from cooking in the first place.

The Grooming Questions Every Guy Wonders About

Hair Washing

Most guys shampoo every time they shower (which isn't great for your hair, but let's be real about it). If your hair gets greasy quickly, you might need to find the right shampoo rather than washing less frequently.

Razor Changes

Every 3-4 shaves or when you start seeing hairs stuck in the razor that won't wash out. If shaving becomes painful, your razor is definitely done.

Towel Washing

Cardinal rule: If the towel hits the floor, it goes straight to the wash. Otherwise, every 4-6 showers or about once a week.

Grooming Basics

• Eyebrows: Pluck the unibrow area between your eyebrows

• Nose hair: Get a nose hair trimmer - it's life-changing

Holiday Gift Strategy

For the woman in your life (whether that's mom, sister, girlfriend, or friend), the key is thoughtfulness over expense. Consider:

• Her actual interests and hobbies

• Something practical she's mentioned needing

• An experience you can share together

• Quality over quantity every time

The Honest Truth About Past Relationships

Yes, most guys think about past crushes or relationships when they randomly pop up on social media or you run into them. This doesn't mean you're "hung up" on them - it's normal to wonder "what if" sometimes.

The key is not letting these thoughts consume your daily life or prevent you from moving forward.

Building Your Dating Conversation Toolkit

Best go-to question: "What's your favorite restaurant you've been to recently?"

This opens up conversations about:

• Their food preferences

• Whether they like going out

• Stories about recent experiences

• Easy setup for future date suggestions ("We should try that Mexican place you mentioned")

The Bottom Line

Being a guy in your 20s means figuring out a lot of basic life stuff that nobody really teaches you. From morning routines to dating etiquette to basic grooming - these small decisions add up to how you show up in the world.

The goal isn't to be perfect; it's to be intentional about the choices you're making and honest about what you're still figuring out.

Want more honest conversations about navigating your 20s? These insights come from the Guyset podcast, where no question is too basic or too personal. Listen to the full episode and submit your own questions at josh@guyset.com.

For more practical advice and real talk about guys' issues, follow @theguyset and sign up for the newsletter at guyset.com for monthly guides and tips.

This is an ask me anything style episode where I answer the questions that you guys send in to my DMs (@theguyset) or to my email (josh@guyset.com)

Here are the questions I answer in this episode in order:

1. Are you still hung up on girls from years ago, like a crush or a fling that never turned into anything

2. People’s sexiest man alive was announced this week- who do u think is the sexiest man alive from that list?

3. How do you get out of bed in the morning? I find myself stuck

4. What are your go-to single-serving meals when cooking for yourself? Something cheap, quick, easy, flavorful?

5. What should I get a woman in my life for the holidays?

6. How soon after starting to text someone is too soon to grab a drink with them?

7. What is the best time for a date?

8. Favorite date question to keep in your back pocket?

9. After drinks would you offer to like walk her back to hers, do something else (more drinks, cookies, idk), or just say adios?

10. Dealing with seasonal blues (time change)

11. What do you say to a friend who wants to hook you up with their friend but you don’t think that person is attractive...

12. How often do you shampoo your hair?

13. How often do you change your razor?

14. How often do you wash your towels?

15. Do you pluck your eyebrows or nose hairs?

16. Do you follow a hinge date on Instagram after a first date?

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See you next Tuesday!