Yo, filing in small claims court is a trip, and not the fun kind. I’m sitting in my cramped Chicago apartment, the radiator hissing like it’s possessed, and I’m still recovering from my own small claims lawsuit drama. Picture me, in my stained sweatpants, surrounded by empty ramen packets, trying to figure out how to sue my sketchy ex-roommate for the $800 he “borrowed” and never paid back. I’m no lawyer—hell, I barely passed high school civics—but I muddled through the small claims process, and I’m going to lay it all out, mistakes and all. If you’re thinking about filing a small claims case, here’s my messy, human, slightly embarrassing take.
Real talk: I thought filing in small claims court would be like some courtroom TV show, all dramatic music and gotcha moments. Nope. It’s more like standing in line at the post office, but with higher stakes and worse coffee. I screwed up a bunch, but you can learn from my chaos and nail your small claims lawsuit.
Why I Ended Up Suing in Small Claims Court
My Roommate From Hell
So, last year, my roommate—let’s call him Jake—borrowed $800 for “car repairs.” Spoiler: there was no car. He ghosted me, left dirty dishes in the sink, and moved out without a word. I was pissed, broke, and honestly kind of embarrassed I trusted him. I tried texting, calling, and even sliding into his DMs on X like a desperate ex. Nothing. So, I decided to sue in small claims court. It felt like a big deal, like I was suddenly an adult or something.
Small claims court is for stuff like this—smallish disputes, usually under $7,500 in Illinois (check your state’s limit). Think shady roommates, unpaid invoices, or that time your neighbor’s dog ate your fancy shoes (true story). You don’t need a lawyer, which is clutch because I can’t afford one.

Step 1: Figuring Out If Filing in Small Claims Is Worth It
Am I Crazy for Doing This?
Before you jump into the small claims process, you have to ask: Is this worth the headache? I spent way too long Googling “how to file small claims” and wondering if I was nuts for suing Jake. Here’s the deal:
- Check the money cap: Every state’s got a limit on how much you can sue for. In Illinois, it’s $10,000 (source). Google your state’s rules, because I forgot to at first.
- Try talking first:I sent Jake a “pay me or I’m suing” text. No reply. I even mailed a letter, on which I spelled his name wrong—oops.
- Get your proof: I had texts from Jake promising to pay me back, plus a bank statement showing the transfer. Dig up your evidence—receipts, emails, whatever.
I almost chickened out because I thought I’d mess up the small claims lawsuit. But if you’ve got a legit case, filing in small claims court isn’t as scary as it seems.
Step 2: Getting Your Small Claims Paperwork Together
My Courthouse Meltdown
The first time I went to the courthouse for small claims forms, I got lost and ended up in some random office that smelled like old carpet. I was sweating through my T-shirt, my phone was dead, and I’m pretty sure I looked like I was about to cry. Spoiler: I was.
You need a complaint form—most court websites have them (here’s Illinois’). It asks for:
- Your info and the person you’re suing (name, address, and all that jazz).
- Why you’re suing (like, “Jake owes me $800 for a loan he never repaid”).
- How much you want, including filing fees (usually $50-$100, ouch).
I filled out my first form wrong because I used a pencil like a total rookie. Use ink, make copies, and don’t lose your cool like I did. The filing fee was $65, which felt like a scam, but you can sometimes add it to what the other person owes you.

Step 3: Filing and Serving Your Small Claims Lawsuit
The Cringe of Serving Papers
Filing in small claims court means turning in your forms. I did it in person because I didn’t trust the mail after Jake’s ghosting. You can usually file online or by mail—check your court’s site. I almost forgot to bring my ID, which would’ve been a disaster.
Then you have to “serve” the other person, aka give them the paperwork so they know you’re suing. I paid a sheriff $50 to do it because no way was I showing up at Jake’s new place. You can use certified mail or a process server too. Don’t skip this, or your small claims case gets yeeted.
Waiting for the court date was brutal. I kept picturing Jake laughing at my sloppy forms. But the small claims process is made for regular people, so don’t overthink it like I did.
Step 4: Prepping for Your Small Claims Court Date
My Sad Attempt at Being a TV Lawyer
I practiced my “case” in my bathroom mirror, complete with finger-pointing and dramatic pauses. Yeah, I’m that guy. You don’t need to be a pro, but you have to explain your side clearly. Here’s what worked for me:
- Organize your evidence: I had my texts, bank statement, and a timeline of Jake’s BS.
- Practice your story:Keep it short. Mine was, “I loaned Jake $800. He didn’t pay. Here’s proof.”
- Know the rules: Some courts are strict about phones or witnesses, so check ahead (Nolo’s guide saved me).
I was so nervous I tripped walking into the courthouse and dropped my folder. Papers everywhere. Classic me. But the judge just wants the facts, not your Oscar-worthy speech.

Step 5: The Big Day in Small Claims Court
When I Almost Passed Out in Court
Court day was a lot. The courtroom smelled like dusty books and regret, and I was shaking so bad I could barely talk. The judge was chill, though—just asked me to tell my story and show my proof. Jake didn’t even show, so I got a “default judgment” for $800 plus my filing fee. Still had to hound him to pay, which was a whole thing.
If the other person shows up, just breathe and stick to your story. The small claims process is chill compared to big court, so don’t worry about sounding like a lawyer. I didn’t, and I still won.
Wrapping Up My Small Claims Court Disaster
Filing in small claims court was stressful, empowering, and kind of ridiculous. I learned I can handle more than I thought, even if I’m a walking disaster who trips in courthouses. If you’re thinking about suing in small claims, don’t let the paperwork or nerves stop you. Grab your evidence, follow the steps, and go for it. You’re probably less of a mess than me.