• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

The Modest Man

  • .
  • Topics
    • Fashion
    • Shoes
    • Accessories
    • EDC
    • Hairstyles
    • Cologne
    • See All
  • Reviews
  • Outfit Ideas
  • About The Modest Man
    • Start Here
    • Contact
Home / Blog / Lifestyle
We earn a commission on some purchases you make through our site. Here's how affiliate links work.

19 Reasons It’s Okay to Remain Single Even in Your 40s

Updated on July 28, 2025 by TMM Staff · Lifestyle

A smiling man in a plaid shirt holding a mug.
©Getty Images/Unsplash.com

There’s something oddly freeing about being single in your 40s. The pressure to fit into a mold, get married, buy a house, and have kids is fading. People start to realize that being single isn’t some holding pattern. It’s a choice. A bold one, honestly.

Yeah, there are moments of awkward holiday questions or the occasional unsolicited advice. But there’s also a huge upside that too many overlook. Here are 19 reasons why flying solo in your 40s might actually be the best deal going.

Table of Contents

Toggle
  • 1. You actually know what you want
  • 2. Drama just isn’t on the radar anymore
  • 3. Financial freedom actually feels like freedom
  • 4. Your space stays exactly how you like it
  • 5. Traveling becomes your own adventure
  • 6. No pressure to compromise on lifestyle
  • 7. You can still have deep, meaningful relationships
  • 8. Time feels like yours again
  • 9. You’ve probably outgrown the need for external validation
  • 10. Health and wellness become personal priorities
  • 11. Dating becomes a choice
  • 12. You appreciate solitude in a whole new way
  • 13. Boundaries are no longer negotiable
  • 14. You’re more self-aware than ever
  • 15. There’s room for spontaneous reinvention
  • 16. The social pressure fades finally
  • 17. You stop chasing perfection
  • 18. Relationships (if they happen) are a bonus
  • 19. Happiness feels more self-sourced

1. You actually know what you want

A bearded man in a denim shirt pulling back curtains.
©Getty Images/Unsplash.com

By your 40s, you’ve seen enough, dated enough, and messed up enough to know what clicks and what just drains the life out of you. There’s less guesswork now, fewer “let’s see where this goes” situations.

Decisions are clearer, too. Whether it’s your career, your social circle, or your weekend plans, there’s a deeper understanding behind each choice. That kind of clarity is powerful. It shapes everything around you.

2. Drama just isn’t on the radar anymore

A bearded man leaning back in a chair with his hands behind his head.
©Getty Images/Unsplash.com

There’s a beauty in low-maintenance living. Fewer text games, fewer passive-aggressive silences. Nobody’s got time for that stuff anymore. Energy is better spent elsewhere.

Being single can mean stepping away from unnecessary conflict. There’s peace in choosing your own vibe, especially when it’s calm, predictable, and chill.

3. Financial freedom actually feels like freedom

A slim brown leather cardholder being placed into a jacket pocket.
©Clay Banks/Unsplash.com

No debates about joint accounts. No awkward convos about who pays what. Everything is yours like your earnings, your spending habits, your big splurges when the mood hits.

Budgeting becomes more intuitive, too. You know what matters and where you’re okay loosening the reins a bit. That kind of independence is underrated.

4. Your space stays exactly how you like it

A bearded man in a dark shirt reaching across a desk.
©Getty Images/Unsplash.com

No one’s moving your keys. The thermostat stays where you set it. And the fridge? Fully stocked with your weird favorite snacks. Sounds simple, but wow, it matters more than you’d think.

Having a space that reflects your personality brings a kind of comfort that hits differently in your 40s. It’s not just about aesthetics. It’s about peace.

5. Traveling becomes your own adventure

A suited man walking through a station terminal pulling a rolling suitcase.
©Getty Images/Unsplash.com

Solo trips hit differently now. Less about escaping, more about experiencing. You pick the destination, the pace, and the budget. No debates over itineraries or waking up early just to squeeze in every landmark.

Wandering a city alone, getting lost on purpose, grabbing a late-night bite without coordinating with anyone. It’s kinda magical.

6. No pressure to compromise on lifestyle

A man at a desk holding a pen while gazing out a window.
©Getty Images/Unsplash.com

You want quiet weekends in? Do it. Craving back-to-back action flicks with takeout? Nobody’s stopping you. There’s zero pressure to merge routines or adjust for someone else’s preferences.

Staying single allows your lifestyle to evolve around you. No adapting. Just living how you actually want.

7. You can still have deep, meaningful relationships

A couple on a couch sharing a snack.
©No Revisions/Unsplash.com

Being single doesn’t mean lonely. Not even close. Friendships often deepen in your 40s. They’re more intentional, more reliable. You know who’s real and who’s just hanging around for convenience.

Emotional connection doesn’t hinge on romance. Sometimes, it’s those long, soul-nourishing chats with a close friend that fill the tank best.

8. Time feels like yours again

A smiling man in a suit leaning on a railing while using a smartphone.
©Getty Images/Unsplash.com

No splitting weekends between in-laws or navigating someone else’s chaotic calendar. The hours in your day? Entirely up to you. Wake when you want. Sleep when it feels right.

There’s something ridiculously satisfying about spending a whole Saturday exactly how you imagined. No guilt. No trade-offs.

9. You’ve probably outgrown the need for external validation

A bearded man in a white shirt standing with his hand on his chest.
©Getty Images/Unsplash.com

The need to constantly explain your life choices? Kinda gone. Confidence has a louder voice now. Decisions come from within, not based on what others expect.

There’s peace in knowing you’re living authentically. Approval from others just isn’t part of the equation anymore.

10. Health and wellness become personal priorities

A man running on a grassy hill with trees in the background.
©Getty Images/Unsplash.com

You work out because it feels good, not to impress someone. You eat better because your body asks for it, not because someone’s monitoring your plate.

Being single frees you to design a wellness routine that’s tailored, consistent, and built around you, not around syncing schedules or negotiating meal plans.

11. Dating becomes a choice

A man and woman talking across a café table.
©Getty Images/Unsplash.com

There’s no more pressure to settle down. No ticking clock. If someone sparks genuine interest, great. If not? Life keeps moving, and it’s still pretty great.

The power shifts. Dating becomes lighter, more playful, maybe even fun again, because you’re already whole without it.

12. You appreciate solitude in a whole new way

A bearded man in a white shirt with his feet on a desk holding a coffee cup.
©Getty Images/Unsplash.com

There’s no fear in being alone anymore. Quiet doesn’t feel empty. It feels comforting. There’s clarity in silence and space.

Solitude turns into a luxury, not something to avoid. That evening alone with a glass of something good and a playlist you love? Perfectly enough.

13. Boundaries are no longer negotiable

A man in a checkered shirt at a kitchen table using his phone.
©Getty Images/Unsplash.com

The word “no” comes more easily when you’re 40. It’s rarely followed by an apology. Whether it’s a bad date or an energy-zapping friendship, walking away feels empowering now, not dramatic.

14. You’re more self-aware than ever

A businessman sitting on a couch holding a tablet with a rolling suitcase beside him.
©Getty Images/Unsplash.com

Patterns are easier to spot. Mistakes from the past become guideposts rather than regrets. There’s a deeper understanding of what fuels your happiness and what drains it.

That level of self-awareness reshapes everything. From how you work to how you spend downtime, every part of life becomes more intentional.

15. There’s room for spontaneous reinvention

A man in a suit at his desk on a phone call holding a mug.
©Getty Images/Unsplash.com

Feel like switching careers? Moving cities? Growing a weird new hobby into a passion project? Go for it. No one’s waiting on your decision or weighing it against theirs.

Singleness brings flexibility. You get to follow curiosity wherever it leads. No explaining your every move.

16. The social pressure fades finally

A group of friends outdoors sharing drinks.
©Getty Images/Unsplash.com

At some point, the “why are you still single” questions start to lose steam. People either get it or stop asking. And if they don’t? Meh. You’ve stopped caring.

Confidence has a way of silencing noise. You start answering with a smile instead of a justification. That’s power.

17. You stop chasing perfection

A man reclining on a couch with his eyes closed.
©Curated Lifestyle/Unsplash.com

Perfection starts to look boring. Flaws become interesting. There’s less pressure to perform, impress, or overcorrect. Everything’s more grounded.

Being single gives space to be real. To laugh at your quirks, embrace imperfection, and live less filtered.

18. Relationships (if they happen) are a bonus

A man and woman laughing at a café table with a laptop and pastries.
©Getty Images/Unsplash.com

When a connection shows up, it adds to your life. It doesn’t define it. That shift changes the dynamic entirely. You’re not searching. You’re just open.

The result? Better quality connections. Less stress. More authenticity. Honestly, way less heartache.

19. Happiness feels more self-sourced

A man in a bucket hat holding a beer by the water.
©Getty Images/Unsplash.com

Joy doesn’t hinge on someone else texting back or showing up. It comes from within, from the life you’ve built and the peace you’ve found in it.

Being single in your 40s becomes less about what’s missing and more about everything that’s already here. Solid friendships. Rich experiences. Room to breathe.

Lifestyle Everlane

Related Posts
A man thinking
When a Woman Stops Doing These 17 Things, She’s Already Letting Go
A man and woman turning their back from each other
If Your Relationship Feels “Off” in These 19 Ways, It’s Already Ending
A man and woman close to each other and have a heart figure between them
19 Signs You’re Trying to Save a Relationship That’s Already Over
A woman thinking why her partner is silent
17 Signs You’re With the Kind of Man Who Uses Silence as Punishment
About TMM Staff

The Modest Man staff writers are experts in men's lifestyle who love teaching guys how to live their best lives.

If an article is published under TMM Staff, that means multiple writers worked on it. For example, sometimes several of us have experience with a certain brand, so we collaborate to publish a more thorough review.

Or, if an article was originally written by one person, but then it was updated by someone else, we'll re-publish it under TMM Staff.

Remember: all of our articles (including those below) are written by real people with decades of combined experience in men's fashion and lifestyle topics.

More Articles by This Author

Facebook Twitter Instagram

Join the Club

Never miss a post, plus grab this free guide (instant download). No spam. Ever.

Subscribe Now

Reader Interactions

Ask Me Anything Cancel reply

Got questions? Want to share your opinion? Comment below!

Primary Sidebar

Join the Club

Never miss a post, plus grab this free guide (instant download).

No spam. Ever.

Subscribe Now

Trending Articles
A person's hands typing on a silver laptop displaying the Hulu streaming service interface with various show thumbnails.
12 Series Finales That Sparked Major Fan Backlash
Seiko 5 SNK805
35 Great Watches for Small Wrists
Men over 40 style
“Old Man Style”: Advanced Age Is the New Sartorial Prime
Fashion brands for short men
Stride in Confidence: Where To Buy Clothes For Short Men
Best Business Casual Shoes for Men
Business Casual Shoes for Men: The 8 Best Options to Step Out in Style
Topics
  • Clothing & Style
  • Outfit Ideas
  • Fitness
  • Product Reviews
  • Dating & Confidence
  • Grooming
  • Men of Modest Height
  • Income Reports
Top 10 Brands
  1. Uniqlo
  2. Nordstrom
  3. Warby Parker
  4. J. Crew
  5. J. Crew Factory
  6. Amazon
  7. Thursday Boot Co.
  8. Mr. Porter
  9. Banana Republic

Footer

The Modest Man logo

Home • Blog • Resources • Contact • Advertise

 

Privacy Policy & Affiliate Disclosure • Terms & Conditions • Sitemap

 

As an Amazon Associate I earn from qualifying purchases.

 

Copyright © 2025 The Modest Man (Registered Trademark)