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Maycember: A Pep Talk + 4 Tips to Get You Through the Next 6 Weeks | Ep 216

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Gird your loins. It’s Maycember.

I was on my elliptical, listening to an old episode of my own podcast, when I had to get off and just… stop. Because three years ago when I recorded that episode, my oldest was about to graduate high school. And now? My youngest is walking across that same stage.

The wave hit me out of nowhere. And it reminded me of something I want to say out loud to every busy mom entrepreneur right now: May might feel hard when you’re not organized enough. But it’s also hard because it’s genuinely, objectively a lot.

We’ve coined the term Maycember for a reason. If you havn’t seen this parody… You will feel seen in the best way!

So, if you’re currently running on sixty percent capacity with a calendar that looks like it was designed by someone who hates you — this one’s for you.

Why May Hits Different (And It’s Not What You Think)

December is chaotic because of shopping, events, and expectations. May is chaotic for a completely different reason: it’s wrapped in emotional weight that no amount of planning can fully absorb.

You’re not just checking off events. You’re watching your kid walk through one door and into the next. You’re sitting in bleachers trying to memorize a face that’s about to change. That’s not a scheduling problem. That’s grief and joy showing up at the same time, in the same month, while you also have a business to run.

And then there’s the money. Prom dresses. Graduation gifts. Teacher presents. Summer registration fees booked before they sell out. Hotel deposits. It adds up fast — faster than December, if we’re being honest.

So if May feels impossibly heavy this year, it’s not because something is wrong with you. It’s because something real is happening.

The Habit That Will Save You More Time (and Money) Than Anything Else This Month

Here’s where we get practical. The single most impactful thing you can do right now — today — is get everything out of your head and onto one calendar.

Open your school app. Text the group chat. Check the sports schedule. Pull out the class newsletter. Get every single event, deadline, and obligation for the next six weeks into one place. Your brain is not a filing system. It was never designed to hold your grocery list, your graduation gift reminders, and your summer registration deadlines all at once — and then somehow also be present at the piano recital.

But here’s the step most people skip: once it’s on the calendar, ask yourself what you need to do or have in order to show up ready. Need a gift? Schedule the prep time now. Better yet, order it right now while you’re thinking about it.

I learned this the hard way. I almost paid overnight shipping rates on a fat head sign for my son’s senior night because I hadn’t read far enough into the group thread. One extra day of prep would have saved me both money and stress. Read the fine print. Then act immediately.

You Don’t Have to Do Everything — And That’s Not Failure

One of the moms in our senior night group thread sent a message that I want to frame on my wall. She couldn’t make it to assemble the gift bags. Instead of quietly disappearing, she said exactly that — and asked if someone could swing by her house to pick up her contribution.

That took courage. Real courage. She didn’t pretend. She didn’t over-explain. She just said: I can’t do this part. Can someone help? And the community showed up.

Your version of that might look like sending store-bought cookies. Or skipping the optional school event. Or letting someone else handle the pickup. Or replying to the group chat with a warm but honest “I can’t this time.”

None of that is dropping the ball. That is being honest and resourceful and trusting your people — which is exactly what we need more of.

Build Your Maycember Emergency Kit (Do This Today)

This is the practical prep that will save future-you from panic-spending and last-minute scrambles. While you have bandwidth right now, grab a few extra gift cards, some nice blank thank-you notes, and a couple of small universally-appropriate gifts. Think: something a teacher would love, something a teen would use.

Buy graduation gifts before your mental energy is completely gone. Because if you wait until you’re depleted, you’ll either overspend out of panic or show up empty-handed to something that mattered. I’ve done both. Neither feels good.

Rest Is Not Scrolling — And the Difference Will Change How You Feel

When you finally get a quiet moment this month, your default is probably your phone. I get it. But you know what happens: thirty minutes later you feel exactly as tired as when you started. Scrolling is stimulation dressed up as rest. It doesn’t refill you.

Real rest is intentional. It might look like an extra thirty minutes at the end of the day with a face mask and something inspiring in your AirPods. A Sunday afternoon walk where you actually slow down. A Friday movie night that’s so simple it’s just pizza and a couch and your people.

You deserve moments where you absorb instead of recover. Don’t let the busiest season of the year pass by without actually being in it.

One More Thing: Get Your To-Do List Out of Your Head

A notes app. A whiteboard in the kitchen. A paper planner. It doesn’t matter what system you use — it just needs to be one place, and you need to use it consistently.

When something comes in, it goes there. Every morning, you check it. You stop lying awake at 11pm wondering if you forgot something, because you didn’t forget it — you put it somewhere safe.

Your brain is not designed to hold all of this. Give it permission to let go.

Here’s What Will Actually Matter When You Look Back on This Season

It won’t be whether the cookies were homemade. It won’t be whether you said yes to every group chat request or made it to every optional event.

It’ll be whether you were present. Whether you looked up from your to-do list and watched. Whether you let the tears come when they needed to, because they mean something beautiful happened.

Maycember is a lot. And you can handle it. Plan ahead, protect your energy, let things be simple when they can be, and show up fully for the moments that are actually yours.

Start today. Get it on the calendar. Buy the gift. Schedule the rest. You’ve got this.

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