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10 Wins I’m Proud Of (And the Hard Truth Behind Each One)

10 Wins I’m Stupidly Proud Of (And The Ugly Stuff I Never Posted)

Look, everyone loves the shiny "I made it" story, right? But most folks skip the messy bits—the crying in your car, the existential dread, the seventy-two cups of coffee at 2AM. So, I’m just gonna lay out my 10 proudest wins for you—no filters, no flexing without the fallout. Because honestly? Success is a dumpster fire half the time, and if you don’t believe me, just keep reading.

1. I Built a 5-Figure Biz Online
The “Yay” stuff: Took my random side hustle from zero to $10k in total revenue in under a year. Consistent 4-figure months. Adult money—woo.
The “Ugh” stuff: I was pulling 12-hour days while still juggling my sad little part-time gig. Weekends? Gone. Social life? Practically dead. I was cranking out sales pages at 1AM while my friends were snoring. Smiled for Twitter, cried into my keyboard. Fun times.

2. I Got That First Paying Client
The “Yay” stuff: $150 PayPal notification. Someone actually paid me for my own work, not for clocking in and out.
The “What they didn’t see”: You know those rom-com scenes where the main character gets ignored 47 times and then has a big moment? That was literally me with cold DMs. I wrote, deleted, and rewrote every pitch. My rate? I lowballed it—hard. But you gotta start somewhere, embarrassing as it is.

3. I Hit 10,000 Twitter Followers (What?!)
The “Yay” stuff: People sliding in my DMs, tagging me, asking for collabs. Felt like internet famous.
The “Real talk”: For the first three months, my engagement was... non-existent. Two likes per tweet if I was lucky. I almost rage-quit. Turns out, you gotta actually say things people care about, not just recycle Gary Vee quotes.

4. I Launched My First Digital Product
The “Yay” stuff: Made a killer copywriting starter kit, sold over 50 in the first month. Passive income, baby.
The messy bits: Spent three weeks just thinking "what if I sound like an idiot?" Re-recorded every video three times because I couldn’t stand my own voice. Launched it and only two people bought on day one. (Both of them were basically obligated friends. Thanks, guys.) It was a slow, grinding, awkward-as-hell process.

5. I Doubled My Rates—And Didn’t Apologize
The “Yay” stuff: Went from $100 to $500 for a landing page. People actually paid it.
The “Heart-racing, panic-sweat” confession: First time I gave my new quote, my hands shook. I thought for sure they’d ghost me. When they said yes, I checked my invoice three times thinking I did something wrong. Still learning not to freak out, but hey, fake it till you make it.

6. Helped a Client Have a Five-Figure Launch
The “Yay” stuff: My sales copy made them $12,000 in six days.
The “What actually happened”: Ripped apart the email sequence three different times. Stayed up until 2AM gluing my eyes to Google Docs before launch. Checked their dashboard like my life depended on it. If stress burned calories, I’d have had abs after that week.

7. I Turned Getting Rejected Into My Personal Revenge Arc
The “Yay” stuff: Dream client said no, but I learned from it, doubled back, and landed them later.
The “Ugly truth”: Their “no” smashed me for a week. But instead of rage-quitting, I took their notes, rewrote everything, and sent it back. (Annoyingly persistent? Maybe.) Two months later, they said yes. Sometimes "no" just means "come back with receipts."

8. My Newsletter Actually Gets Read
The “Yay” stuff: 1,200 subscribers, open rates over 40%. People actually reply and tell me they look forward to my stuff.
The “Starting out”: Sent the first 20 emails into The Void—total silence. Had to basically get a PhD in catchy subject lines. Tweaked everything like a neurotic squirrel. No amount of hacks or “make money fast” tactics can build actual trust—just time and stubbornness.

9. Survived My First Podcast and Panel Talk (Barely)
The “Yay” stuff: Got invites to talk on two podcasts and a panel. Felt like an expert for twenty minutes.
The “Sleepless nights”: Practiced my intro on repeat. Voice cracked, mind blanked. Managed to survive. Realized confidence is just adrenaline plus pretending you know what you’re doing.

10. I Finally Believe I Deserve This Whole Life
The “Yay” stuff: Biggest win—finally stopped feeling like a complete imposter. I earn my keep. I belong.
The “Most people won’t admit it” truth: Therapy, fighting myself in the mirror (no, not literally), messy break-downs, the works. Used to sabotage every win—felt like luck or a fluke.
Now? I hit a milestone, I celebrate. Took blood, sweat, and insomnia to get here.

💡 Stuff You Might Want To Remember
My wins, sure. But the struggle parts? Dude, we all go through it. Your success probably comes with way more busted-up moments than you ever post online.

Wanna actually win? Get comfy being uncomfy. Nobody cares about your highlight reel as much as you think. The mess is what makes the story.
 

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