I was standing in the Target checkout line holding a massive iced coffee—the kind that's mostly whole milk and regret, honestly—when my mother-in-law texted me out of nowhere. She said I absolutely needed to prop four-month-old Leo up with couch pillows so he could "practice his posture." Two minutes later, the cashier, a wonderfully blunt woman named Brenda who has seen me buy overnight diapers in stained sweatpants way too many times, casually mentioned that her kids were practically doing gymnastics by his age and I should really look into getting him one of those molded plastic floor seats. Then, as I was walking to the car, my best friend called to say I should absolutely never force him to sit up because her chiropractor said it totally ruins their spine development, and also, did I want to hire her teenage neighbor for a date night?

Like, my sleep-deprived brain literally short-circuited right there in the parking lot.

Anyway, the point is, when you're a new parent, the phrase "baby sitting" is basically a trigger word. It means two entirely different, equally panic-inducing things. First, there's the physical milestone of your baby learning to sit up on their own, which everyone has an aggressive opinion about. And second, there's the terrifying childcare aspect—the actual process of finding someone to watch your most precious fragile human so you can go eat a hot meal with your spouse without negotiating with a toddler.

We need to talk about both of these things, because honestly, I spent the entirety of my late twenties completely stressed the hell out about both definitions, and nobody tells you how messy it all really is.

The pressure to force milestones is ridiculous

With my first, Maya, I was obsessed with the charts. Oh god, the milestone charts. If an app told me she was supposed to be doing something by week 24, and it was week 25, I was convinced I had failed her and she wouldn't get into college. When she was around five months old, I started panicking because she was just sort of rolling around like a happy little potato, while the babies on Instagram were sitting up straight like tiny corporate executives.

I brought it up to my pediatrician, Dr. Miller, who's this incredibly calm woman who always looks like she just finished a yoga class. She gently explained that babies usually start sitting with support around five or six months, but they don't really master sitting entirely on their own until like nine months. She talked about this thing called the "tripod position" where they lean forward on their chubby little arms to keep from falling over, and that it's a totally normal part of building core strength.

She basically told me that babies are not meant to be rushed, and that the head, neck, and core strength they need comes almost entirely from just being allowed to exist on the floor. Unrestricted movement. Not being wedged into the corner of a sectional sofa surrounded by throw pillows that they'll inevitably face-plant into anyway.

That teal foam bucket was a mistake

So, because I'm highly susceptible to peer pressure and targeted Instagram ads, I ignored half of what she said and bought a baby sitting chair. You know the ones. The molded foam buckets that you jam your infant's chunky thighs into so they stay upright. I bought a teal one. It was expensive, it clashed with my entire living room, and it took up so much space.

I thought I was helping him practice. But the next time I saw Dr. Miller, she basically looked at me with pity and explained that locking a wobbly infant into a restrictive foam seat actually stops them from using their own core muscles. Like, they just slump against the plastic, which means they aren't actively developing their balance at all. Plus, she terrified me with stories about parents putting those seats on kitchen counters and the babies tipping over backward. It's a huge fall hazard. I went home and threw the teal bucket into the garage.

Honestly, the best thing you can actually do for them when they're learning to sit is just put them flat on the floor in an outfit that lets them move. When Leo was in his prime floor-time era, he kept getting these awful heat rashes from the cheap polyester onesies I had bought on clearance. I finally switched him to the Organic Cotton Baby Bodysuit from Kianao. I used to think "organic cotton" was just a trendy buzzword used to overcharge millennials, but the difference in his skin was night and day. It's 95% organic cotton, incredibly soft, and most importantly, it's sleeveless. He basically lived in it for three months because it didn't bunch up around his neck when he was practicing his little tripod sit and inevitably rolling over onto the rug. It just moved with him.

Oh, and if anyone tells you to use a nursing pillow as a crash pad for a sitting baby, just ignore them—they just end up sliding underneath it and getting stuck.

Wait, speaking of sitting and moving—when Leo finally started pulling himself up from a sitting position to cruise along the coffee table, my mom insisted he needed shoes immediately so his arches wouldn't collapse. We got the Baby Sneakers Non-Slip Soft Sole First Shoes. I'll be completely honest with you: do they need shoes inside the house when they're just sitting and crawling? Nah. Barefoot is best. But for going out to the park, these are actually great. They have soft soles, so they aren't clomping around like little stiff-legged Frankensteins, and they're aggressively cute.

Take a breath and check out Kianao's full collection of organic baby essentials to keep your little one comfortable on the floor.

The sheer terror of strangers in your house

Okay, so that's the physical part. But then there's the other kind. The part where you've to leave your precious, delicate child with another human being who's not you.

The sheer terror of strangers in your house — The Double Panic of Baby Sitting Milestones and Caregivers

My husband Dave is famously chill about almost everything—the man once slept through a minor earthquake—but the first time we talked about getting someone to baby sit Maya, he looked like he was going to hyperventilate. The process of finding a caregiver is so deeply flawed and terrifying.

I remember sitting on the couch at 11 PM, frantically typing "baby sitting job near me" into Facebook search bars and local neighborhood groups. I was just hoping to find some magical Mary Poppins figure who would charge fifteen bucks an hour and inherently know how to slice grapes vertically. It's honestly wild how we vet the people we leave our kids with. We do more research on which air fryer to buy than we do on the teenagers watching our toddlers.

Eventually, Dr. Miller (who's basically my therapist at this point) told me to stop crowd-sourcing on Facebook. She gave me some actual parameters. She said that anyone we hire needs to have an updated Infant CPR certification from the Red Cross. Not adult CPR. Infant CPR. Because the way you save a choking baby is entirely different from the way you save a choking adult. Wrap your head around that for a second.

My highly unscientific interview process

When we finally started interviewing local college kids looking for baby sitting jobs, I stopped asking generic questions. I stopped asking "Do you like kids?" because obviously they're going to say yes. Instead, I started asking unhinged, highly specific hypothetical questions.

I'd literally look these nineteen-year-olds in the eye and say, "Okay, Maya is having a screaming meltdown because I cut her sandwich into triangles instead of squares, and the dog is currently throwing up on the rug. What do you do?" If they looked terrified, I didn't hire them. If they laughed and gave me a practical answer, they went to the top of the list.

You also have to do trial runs. Don't hire someone, hand them the baby, and walk out the door to a restaurant. I pay them for an hour to come over while I'm still in the house. I fold laundry in the bedroom while they interact with the kids in the living room. It feels weird and awkward, but you get to hear how they talk to your child when they think you aren't hovering.

Leave them a manual, not just a vibe

You can't assume a teenager or even a grandmother knows your household rules. Dave always prints out this borderline psychotic Excel spreadsheet whenever we leave. It has our cell numbers, the pediatrician's number, our neighbors' numbers, and the Poison Control hotline in giant bold font.

Leave them a manual, not just a vibe — The Double Panic of Baby Sitting Milestones and Caregivers

I also have a strict rule about bags. Kids are basically tiny raccoons, and they'll dig through a caregiver's purse the second they look away. I always awkwardly ask the sitter to hang their bag on the high hook in the hallway. You never know who has loose Advil, small button batteries, or weird scented hand sanitizer in their tote bag, and I refuse to end my date night in the ER.

And when you do finally leave them, you need to leave out toys that don't require batteries, assembly, or an engineering degree. We have the Gentle Baby Building Block Set. Are they life-changing? I mean, they're soft rubber blocks. They do exactly what blocks are supposed to do. Maya used to stack them and knock them down, and Leo mostly just chewed violently on the little animal shapes when he was teething. They're totally fine, safe, and they wash easily in the kitchen sink when your kid inevitably drops them on the floor. But honestly, they keep a babysitter and a toddler entertained together for at least twenty solid minutes, which is really all I care about.

The whole thing is just a massive exercise in letting go. You let go of the milestone anxiety when you realize your kid will eventually sit up when they're good and ready. And you let go of your control issues when you hand your baby over to a CPR-certified college junior so you can go drink a margarita in peace.

Dave just yelled from the kitchen that he's making another pot of coffee, which means my time to write this is officially over. Do your floor time, throw away the teal plastic buckets, and pay your babysitters a living wage. You've got this.

Ready to ditch the restrictive baby gear? Shop Kianao's ultra-soft, organic cotton apparel to give your baby the freedom to move, roll, and sit up naturally!

The messy truths about sitting (and sitters)

When did your kids finally sit up by themselves?
Oh god, Maya was like seven months old and did it perfectly one day while I was in the bathroom. Leo took forever. He was a chunky baby and didn't really sit totally unsupported until he was almost nine months. My mother panicked, my pediatrician didn't. Trust the pediatrician.

How do you really find someone to watch your kids?
I stopped using random Facebook groups. The best luck I've had is checking the job boards at the local university's nursing or education departments. Nursing students are literally the best—they're calm, they understand basic medical safety, and they usually need the extra cash. Word of mouth from moms you genuinely trust is the other way to go.

What's the deal with tummy time for sitting?
It all connects, which is annoying but true. They hate tummy time, they scream, you feel guilty. But being on their stomachs forces them to lift their heavy little bowling-ball heads, which builds the neck and back muscles they desperately need to eventually sit upright without tipping over. Just keep putting them on a soft mat on the floor.

What's an absolute red flag with a new caregiver?
If I text them to check in after an hour and they don't reply for three hours. Nope. I don't care if their phone died, find a charger. Also, if I come home and the TV is blaring Cocomelon and my kid looks glazed over, and they tell me "Oh, they were angels!" That means you just used the TV to baby sit them for you. You're fired, Chloe.

Are baby floor seats really that bad?
Look, I'm not here to mom-shame anyone who uses one so they can safely take a two-minute shower. I get it. But my doctor was very clear that they shouldn't be used as "practice" for sitting. The hard plastic forces their pelvis into a weird tilt. Floor time is just scientifically better for their little bodies. Let them be wobbly.