Why You Always Feel Like You’re Losing

Introduction: Welcome to the Comparison Games

Picture this: You’ve finally dragged yourself to the gym after what can only be described as an Olympic-level procrastination event. You’re sipping a homemade smoothie that tastes suspiciously like lawn clippings with a hint of regret. Still, you’ve accomplished something today, and that’s worth celebrating.

Then you make the cardinal error of modern existence: you open Instagram.

Suddenly, there’s your college acquaintance—looking obscenely photogenic on a yacht in Santorini with the caption “Casual Tuesday.”

Casual Tuesday? Meanwhile, you’re sporting mismatched socks, scraping remnants from a jam jar, and wondering if that expired yoghurt is still edible. In an instant, your modest achievements crumble like a stale cookie.

Welcome to the Comparison Olympics—where everyone else seems to be collecting gold medals while you’re still trying to figure out where the starting blocks are.

If this scenario feels like it was plucked directly from your life, congratulations on being splendidly human. Comparison isn’t just a bad habit; it’s evolutionary baggage. Our ancestors compared their cave-decorating skills and mammoth-hunting prowess to ensure survival. Today? We’re comparing our unfiltered reality to meticulously curated highlight reels.

We’re not just measuring ourselves against people we know—we’re comparing our sleep-deprived, coffee-stained existence to influencers whose full-time job is looking effortlessly perfect while holding an obscure wellness product.

We stack our career trajectory against someone with generational wealth and connections. We measure our relationships against couples who only document their life between arguments about whose turn it is to empty the dishwasher. We judge our bodies against people who have personal trainers, nutritionists, and possibly, contracts with the devil.

The result is a persistent, nagging suspicion that you’re somehow falling short in life’s great scoreboard.

Comparing yourself to others isn’t just unproductive—it’s the emotional equivalent of repeatedly hitting your thumb with a hammer and wondering why it hurts. No matter what heights you reach, someone will always appear to be doing better, earning more, or aging in reverse like they’ve got a portrait decomposing in their attic.

But what if you abandoned the race entirely? What if, instead of measuring yourself against others, you became your own yardstick?

The Evolutionary Hangover: Why We’re Addicted to Comparison

Meet Ogg, our prehistoric ancestor. Ogg is just trying to survive—hunting, gathering, avoiding becoming an appetizer for apex predators. Life follows a simple algorithm.

Then there’s Grug.

Grug’s cave has superior ventilation. His spear appears suspiciously aerodynamic. His collection of animal skins is both fashionable and functional. Even the tribal elder gives Grug the Paleolithic equivalent of a LinkedIn endorsement.

Meanwhile, Ogg glances at his drafty dwelling and his slightly misshapen tools, thinking the Stone Age equivalent of “I need to get my life together.”

Ogg now faces a choice:

1. Level up: Sharpen his skills, hunt more effectively, earn his own elder approval.
2. Give up: Decide Grug must have superior genetics and resign himself to mediocrity.

For our ancestors, comparison wasn’t about self-esteem—it was survival. Ignoring how well others performed meant risking obsolescence, which then meant death, not just FOMO.

Fast forward to today. We’re no longer competing for resources to avoid starvation, yet our brains remain stubbornly Stone Age.

That instinct that once kept humans alive is now methodically destroying our contentment.

Then: Comparison meant staying competitive at hunting and gathering. Now: It means scrolling through social media at 2 AM, comparing your entire existence to someone’s heavily filtered vacation photo, and concluding you’re an abject failure because you’re not sipping artisanal cocktails in Bali.

Our brains still interpret others’ success as a threat signal—except there’s no actual danger, just the illusory feeling that everyone received an instruction manual for life except you.

Why This Logic is Fundamentally Absurd

Here’s the critical flaw: Life is no longer a standardized survival contest.

Ogg and Grug had identical job descriptions: don’t die.

You and the person you’re comparing yourself to? You’re playing entirely different games with different rules, resources, and objectives.

Comparing your journey to someone else’s is like a submarine feeling inadequate next to an airplane. The plane soars through clouds while the submarine thinks, “Why can’t I fly? What’s wrong with me?” completely ignoring its remarkable ability to explore ocean depths.

Your life operates on its own timeline, with unique advantages and challenges. The problem isn’t that others are thriving—it’s that you’re using their highlight reel as the standard for your behind-the-scenes footage.

If Ogg could time-travel to our era, he’d be mystified: “You have climate control, abundant food, zero predators, and devices that access all human knowledge… yet you’re miserable because someone you barely know bought a nicer car?”

Yes, Ogg. Precisely that.

But we’re about to change the game.

The Illusion of Fair Competition

Imagine lining up for a race where the rules seem clear until you notice your competitors:

One arrives with jet-propelled footwear. Another casually warms up on a rocket-powered bicycle. Someone else is checking the oil in their Formula 1 car.

You’d recognize instantly that this competition is fundamentally unfair. Yet this is exactly how we approach comparative self-assessment in daily life.

We cling to the comforting fiction that life distributes opportunity equally. The evidence suggests otherwise:

Some inherit wealth; others inherit debt. Some receive mentorship from industry leaders; others piece together guidance from library books and YouTube tutorials. Some have natural talents that align perfectly with lucrative industries; others work twice as hard for half the recognition.

Yet we persist in these comparisons. We scroll LinkedIn, wondering why our former classmate is now a C-suite executive while we’re still debating whether premium toilet paper is a justifiable luxury. We see someone launching a successful business and conveniently forget they had startup capital, industry connections, and a safety net—while we’re constructing our dreams from scratch with determination and late-night Google searches.

A Tale of Two Trajectories

Consider Jake and Alex:

Jake was born into entrepreneurial royalty. Business strategy was dinner table conversation. He had prestigious internships before he could legally drink and was running a seven-figure startup by 25.

Alex started from scratch. He worked night shifts to fund his education, taught himself every skill through trial and error, and continues methodically building his dream.

If Alex measures himself against Jake, the assessment will be brutal and misleading. They’re running fundamentally different races with different starting blocks, different hurdles, and different tracks altogether.

Yet this is precisely the self-sabotage we commit daily.

Comparing your progress to someone else’s is as logical as judging a pianist by their painting skills. It’s not merely unfair—it’s categorically nonsensical.

Your experiences, talents, obstacles, and opportunities are uniquely yours. No one has navigated your exact path or faced your specific challenges. So why insist on measuring yourself with their metrics?

The truth remains stubbornly simple: The only legitimate comparison is between today’s version of you and yesterday’s.

Forget keeping pace with Ferraris when you’re on a bicycle. Run your own race.

The Highlight Reel Delusion: Behind-the-Scenes vs. Final Cut

Imagine watching raw, unedited footage from your favourite film—actors forgetting lines, special effects missing, lighting problems, boom microphones dipping into the frame. It’s chaotic and unpolished.

Now compare that to the final theatrical release—perfect pacing, seamless effects, immaculate performance.

Would you judge the messy production process against the polished final product? Obviously not.

Yet this is precisely our approach to social comparison.

Social Media: The Ultimate Illusion Factory

Few people intentionally create deceptive personas online. But when was the last time you posted a photo of yourself stress-eating leftover pasta straight from the container while questioning every life decision you’ve ever made?

Probably never.

Instead, we share the highlights—the moments when our hair cooperates, the lighting flatters, and we project the illusion of having life thoroughly figured out. Everyone else does the same.

The problem emerges when we forget we’re seeing heavily edited narratives:

That friend “living the dream” abroad? They probably spent their first week crying from homesickness and navigating bureaucratic nightmares.

That influencer with the perfect relationship? They likely had a heated argument moments before that romantic sunset photo.

That entrepreneur flaunting overnight success? They conveniently omitted the years of failure, rejection, and 3 AM panic attacks that preceded their breakthrough.

Reality Check: Perfect Lives Don’t Exist

Even those you most admire—the ones who seem to float effortlessly through life—have their private struggles. Perhaps they battle impostor syndrome, anxiety, or the exhausting pressure of maintaining their carefully constructed image.

No one—not billionaires, celebrities, or that impossibly photogenic fitness instructor—wakes up every day feeling triumphant. Not one person.

Life universally includes messiness, uncertainty, and bloopers. The primary difference? Some people edit extensively before sharing their story with the world.

The next time you find yourself making unfavorable comparisons, remember: You’re comparing your unfiltered documentary to someone else’s masterfully edited highlight reel.

Moving Goalposts: Why Satisfaction Remains Elusive

Imagine finally achieving something meaningful—perhaps a career advancement, completing a creative project, or reaching a fitness milestone. For a fleeting moment, satisfaction washes over you.

Instead of celebrating, you think, “I’m still behind.”

Welcome to the Moving Goalpost Syndrome—where reaching milestones never satisfies because the finish line instantly recalibrates to somewhere beyond your grasp.

We tell ourselves a seductive lie: “Once I achieve [X], I’ll finally feel successful/content/worthy.”

Once I reach six figures, financial anxiety will disappear. Once I lose twenty pounds, body image issues will resolve. Once I find the perfect relationship, loneliness will end.

The fundamental flaw? Each time we reach a goal, our brain immediately recalibrates to desire something beyond it.

You reach six figures, but now you need seven. You lose twenty pounds, but now focus on muscle definition. You find a wonderful relationship, but now worry about whether it’s “the one.”

Meanwhile, you observe others who appear to possess more—more wealth, more accomplishments, more happiness—making your achievements feel inadequate.

The Never-Ending Marathon

Comparison tricks us into believing fulfilment lies just one achievement away. But without acknowledging progress already made, we condemn ourselves to perpetually chasing an ever-retreating horizon.

Consider where you stood five years ago. Chances are, you’re currently living what past-you would have considered a dream. Are you giving yourself credit for this progress? Probably not, because you’re too focused on those apparently further ahead.

The truth: There is no “ahead.” There is no standardized timeline. There is only your unique journey.

If you continuously relocate the finish line with each achievement, you’ll never experience the victory you’ve already earned.

The Only Comparison That Matters (And How to Make It)

There is precisely one person against whom comparison is both valid and valuable: your previous self.

Are you wiser than before? Have you developed new skills? Do you handle challenges with more resilience? Have you taken even small steps toward meaningful goals?

If you answered yes to any of these, you’re winning the only competition that matters.

Practical Strategies for Self-Referenced Growth

Saying “just focus on yourself” sounds simple, but our brains gravitationally pull toward external comparison. Here are practical approaches to keep your focus internal:

1. Document Your Journey

Just as fitness transformations benefit from “before and after” photos, your personal growth deserves documentation:

Journal Regularly: Record thoughts, goals, and victories. A year later, you’ll be astonished by your evolution.

Create Achievement Lists: Instead of fixating on unfinished goals, catalog what you’ve already accomplished.

Weekly Reflection: Ask yourself, “What did I do this week that my future self will appreciate?”

2. Control Your Comparison Triggers

If certain social media accounts reliably make you feel inadequate, modify your environment:

Unfollow or mute profiles that consistently trigger negative self-comparison. Cultivate feeds that inspire action rather than envy. Schedule regular digital detoxes to reconnect with your unfiltered reality.

3. Define Success Personally

If you don’t consciously define success by your values, you default to society’s definition—usually centred around status, wealth, and external validation.

4. Change Your Perspective

Rather than viewing others’ achievements as evidence of your inadequacy, reframe your interpretation:

Their success proves similar outcomes are possible. Their achievement doesn’t diminish your potential. Their journey contains lessons applicable to your path.

Comparison only devastates when it leaves you feeling powerless. When viewed as evidence of possibility, it becomes motivational rather than defeating.

Next time you catch yourself in a comparison spiral, pause and ask:

“Am I better today than I was yesterday?”

If the answer contains even a fragment of “yes”—then you’re precisely where you need to be.

Conclusion: Liberation from the Comparison Trap

Imagine, for a moment, how life would feel if you abandoned external comparison completely.

No more social media-induced inadequacy. No more questioning your timeline because someone else seems further along. No more exhausting mental calculations to determine if you’re “winning” at life.

Instead, picture focusing exclusively on one question: Am I becoming the person I want to be?

That’s the only metric that genuinely matters.

The Fundamental Truth

The unchangeable reality is that someone will always appear ahead of you in some dimension—wealthier, more accomplished, apparently happier, seemingly more put-together.

But here’s the liberating twist: it’s completely irrelevant.

They aren’t you. They don’t share your history, challenges, dreams, or journey. If you spend your life attempting to live someone else’s story, you’ll forfeit the opportunity to fully author your own.

Now, imagine if you could break free from your comparison addiction, reconnect with your inner strength, and embrace every quirky, beautiful facet of who you are. That’s exactly what my From Troubled to Triumphant Transformational retreats offer – in addition to walking sections of the often life-changing Camino de Santiago de Compostela.

These transformative retreats, an immersive experience where you can step away from the noise of social media highlight reels, will dramatically reduce the pressure of external benchmarks. You’ll be surrounded by like-minded people—each with their own stories, struggles, and triumphs—ready to share, support, and uplift one another. With expert guidance and practical strategies, you’ll learn to:

• Reframe Your Mindset: Shift your focus from external comparisons to celebrating your personal milestones, however small they may seem.
• Cultivate Self-Compassion: Embrace your journey with kindness, recognizing that every step, misstep, and detour is part of your unique path.
• Discover Your Inner Strengths: Through tailored and reflective exercises, identify and nurture the qualities that make you, well, you.
• Build a Support Network: Connect with others who are on a similar journey, offering a safe space to share insights, celebrate wins, and navigate challenges together.

The T2T retreats aren’t about chasing perfection—they’re about reclaiming your narrative, embracing your progress, and ultimately realizing that the only person you need to compare yourself with is the person you were yesterday.

So, if you’re ready to ditch the toxic habit of comparison and start living a life that’s unapologetically yours, join us for the next From Troubled to Triumphant retreat. Step into a transformative journey where you learn not just to survive, but to thrive on your own terms. After all, the only story that truly matters is your own.

Your Rules, Your Game

The most valuable gift you can give yourself is redirecting focus inward. Measure progress against your past, not against others’ present.

Celebrate incremental improvements. Define success according to personal values. Minimize exposure to comparison triggers. Acknowledge the distance already traveled.

Because ultimately, life isn’t a competition. It’s an individual experience—a deeply personal, constantly evolving adventure that no one else can navigate for you.

So let others run their races. Let them climb their mountains. Let them celebrate their victories.

And you?

Focus on writing your own extraordinary story.