How Successful People Overcome Obstacles: Top Strategies You Can Use

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Impressionistic painting of overcoming obstacles with book mountain and lightbulb ideas.
Impressionistic painting of overcoming obstacles with book mountain and lightbulb ideas.

ugh okay so I’m just gonna spill this out real quick before my laptop dies again—battery’s at 7% and the charger’s across the room, classic. Anyway, overcome obstacles? Yeah, that’s been my whole vibe lately. sitting here in Seattle, rain’s doing that annoying half-drizzle thing where it’s not even real rain but still soaks your hoodie, and I’m staring at a cold mug of coffee that tastes like regret. Last month, I straight-up choked in a job interview—the guy asked, “Tell me about a challenge you faced,” and my brain went poof. blank. I mumbled something about group projects in college and wanted to evaporate. But whatever, I’ve been lowkey obsessed with how successful people overcome obstacles ever since. not in a creepy way, just… watching from afar, taking notes, stealing their moves. Here’s the messy truth from my corner of the world.

How I even started trying to overcome obstacles (baby steps, yo)

mindset stuff. That’s the first thing everyone says, right? like “change your thoughts, change your life” blah blah. I tried it. I was stuck in traffic on I-5—horns everywhere, some dude yelling out his window—and instead of losing it, I put on this podcast. felt smart for like five minutes. Then my gig fell through, and I was back to eating Lucky Charms for dinner. three nights in a row. But successful people? They don’t let that crap define them. They’re like “cool, lesson learned” and keep moving. I read somewhere that reframing obstacles as opportunities actually rewires your brain or whatever. The source sounded legit, so I tried it. still working on it. Sometimes I forget and spiral. oops.

Mind map illustrating strategies to overcome obstacles.
Mind map illustrating strategies to overcome obstacles.

perseverance though—that’s the real grind. I’ve quit more things than I’ve finished. gym in january? gone by Valentine’s Day. But I started breaking goals into stupidly small pieces. Like, “today I’ll just write one paragraph,” ended up making $200 extra last week from a side gig. not bragging. Okay, maybe a little.

random tricks that kinda help me overcome obstacles when I’m over it

  • fake positivity till it sticks. I scribble wins in a notebook on my couch—city lights blinking outside, cat judging me.
  • Talk to people. Called my friend last week, ranted over tacos, felt 10x lighter.
  • fail on purpose sometimes. pitched a client idea that bombed so hard I laughed in the meeting. still cringe thinking about it. But I learned.

resilience: aka not giving up (mostly)

I moved across the country last year. boxes. sweat. crying in a U-Haul parking lot at 2am because the GPS died. thought I was done. But nah. I reflected on old failures, adjusted, and kept going. Sometimes I push too hard, though—like, should I chill? probably. But hustle culture’s loud here in the us. Successful people overcome obstacles by bouncing back faster each time. I’m getting there. slowly.

Illustration of person reflecting on failures to overcome obstacles.
Illustration of person reflecting on failures to overcome obstacles.

Self-belief is huge. faked it for months with freelance writing. told myself “you got this” while panicking in Target parking lots. landed a client. wild.

networking = cheating at overcoming obstacles

reached out online when a deadline was killing me. The fridge is humming like a dying whale in the background. People actually helped. Successful folks build squads. But real talk: got ghosted by a “mentor” once. felt like middle school rejection all over again. learned to pick better.

People networking to pull each other up and overcome obstacles.
People networking to pull each other up and overcome obstacles.

Okay, I’m wrapping this up before my laptop dies.

So yeah. That’s how I’m learning to overcome obstacles—messy, half-assed, but real. Try the stuff. Skip what doesn’t fit. Check the Forbes link if you want fancy words. What’s your biggest obstacle right now? Tell me in the comments or just yell it into your pillow. works for me.