Teacher by Day, Hustler by Night: My Journey into Side Gigs (and Chaos)

I love teaching. I really do. The smiles, the glue sticks, the “aha” moments, the fact that no one lets me go to the bathroom alone—even at work. Teaching is my full-time calling, and I’m not giving it up. But you know what doesn’t love teaching? My bank account.

So, this summer, I decided to dust off the old Teachers Pay Teachers shop I abandoned somewhere between a grading and a kid’s stomach bug. I opened it back up, redesigned my covers (hello farmhouse, cows, and sunflowers), and hit “publish” like I was releasing the next New York Time Bestseller. 

But that wasn’t enough. Oh no.

Somewhere between my second denergy drink and third load of laundry, I started wondering:

Could I make a little extra money on the side without selling my first born? 

Here’s what I’ve tried (or at least Googled at 2 a.m.):

1. TPT: Back from the Dead

I used to run a TpT store back before clipart had licensing rules and my idea of design was WordArt on Comic Sans. This summer, I brought it back. Now I’m uploading resources like a woman possessed—guided math bundles, cute farmhouse labels, and things I literally made for my own class anyway. If someone wants to pay me for my obsessive organizing and themed checklists, I won’t stop them.

2. Tutoring: But Make It Chill

Tutoring is great. It’s like teaching, but with fewer kids, no fire drills, and I can wear sweatpants. I’ve picked up a few sessions this summer and it feels good to help students grow and afford my kids endless need for food, sports, and “just because” Target runs.

3. Amazon Influencer: The Spiral Begins

I saw a girl on TikTok making thousands sharing links to things I already own.

“Surely,” I said to myself, “people want to know what lunchbox I use or which highlighters won’t smear my flair pens.”

So I applied to be an Amazon influencer.

Now I casually drop phrases like “link in bio.” That was an epic FAIL!! They didn’t want me. Haha. No influence here. 

4. Feet Pics? Just Kidding (Kinda)

Listen. I’ve joked about it. You’ve joked about it. We’ve all said, “I should just sell feet pics.”

But then I remember I don’t even have time to get a pedicure, and my last pair of sandals has seen better days.

Still… if times get tough, and you see me posting mysterious photos, mind your business.

5. Blogging (AKA Therapy): A goal I’ve had for a while now. 

This blog started as an outlet. A place to be honest. A place to say “I’m tired” without someone replying, “same lol.” Now it’s also where I share what works for me as a teacher and a mom (and what definitely doesn’t). If it helps someone else, even better. If it eventually pays for an energy drink. That’s just bonus caffeine.

Why the Hustle?

Not because I hate teaching. Not because I’m trying to quit. Because I love sharing. Because I love helping. Because sometimes I want to afford a haircut without checking my bank app first.

I’m not trying to be a millionaire. I’m just trying to create something meaningful outside the chaos—and if a few dollars come with it, hallelujah.

So here I am: Teacher by day. Blogger by night. TPT creator during planning period. And maybe, just maybe, a podcast in the future. 

Wish me luck. Or caffeine. Honestly, I’ll take either.

If you’re a teacher-mom trying to hustle too—drop a comment or DM me on Insta. Let’s cheer each other on… and maybe cry together when a Canva graphic won’t download. 🙃

Mama W 💛

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About Me

Hey friend, I’m Lauren Wertman—a 40-year-old teacher, mom of four, wife to a police officer, and chief snack dispenser in our South Florida home. I’ve been teaching elementary school for 19 years (yes, I survived Common Core and fidget spinners), with a bachelor’s in Elementary Ed and a master’s in Reading—because clearly I enjoy stress.

My kids are 12, 11, 4, and 2—so we’ve got everything from preteen eye rolls to potty training all happening under one roof. I’m a hockey mom, a dance mom, and the kind of mom who sometimes hides in the pantry for five minutes of peace. We’ve also got a lab who sheds like it’s his job, and a bunny who thinks he runs the house.

When I’m not teaching or refereeing sibling arguments, I’m working on my Teachers Pay Teachers shop, creating resources that save teachers time (and maybe sanity).

This blog is my space to share the messy, funny, real-life stuff—teacher hacks, mom survival tips, and reminders that you’re not the only one reheating your coffee for the third time today.

Welcome. You belong here—even if your life feels like a beautiful, chaotic circus too.