A therapist helping overthinkers and overdoers develop personalized systems to break out of cycles and embrace their lived-in lives.
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After the slump of winter, I always find myself feeling a little more optimistic once the weather warms up. But that optimism quickly ceases—and sometimes completely burns out—the moment I start looking at my schedule for May.
It’s like our collective restlessness wakes up and immediately fills every spare minute we might have had. That’s why “May-cember” has become such a popular term among overthinkers and overdoers. (In fact, this post was inspired by a suggestion from a Nine to Kind community member—so you’re definitely not alone in this!)
May-cember is the accumulation of good stress and bad stress all crammed into one month. With the fun of graduations, weddings, and end of season celebrations comes the overwhelm of remembering registries, honoring dress codes, finalizing travel plans, and somehow still showing up for work and life.
For perfectionists and people pleasers, this unique kind of stress hits on every level:
Instead of swirling in the overwhelm, I want to equip you with 5 practical tactics you can use this season to manage the madness—and actually be present for the good moments. Grab your planner or notebook, and take what fits. Your future self will thank you.
What it is: Designate blocks of non-negotiable time for rest, processing, or basic life maintenance. These aren’t optional—they’re essential.
Why it helps: Without protected time, you’re just bouncing from one thing to the next with no buffer to prioritize, decompress, or breathe. These pauses are what allow us to be more present and less reactive—especially in a month like May.
Let’s layer in the KIND framework to support your actual follow-through with boundaries—because we all know that’s the hardest part.
Not all boundaries have to be big and dramatic. Get honest about what level of protected time you can commit to.
Start with what’s doable—and honor that.
If you’re not used to holding boundaries, your body may freak out a little the first few times you try.
Boundaries get easier the more you practice them—especially when you pair them with nervous system regulation.
Identify what supports you need to maintain this time.
Brainstorm the support before you need it. Boundaries hold better with backup.
Make your blocked time extra.
The more enjoyable you make your boundary time, the more likely you are to keep it.
Give yourself permission to: Have empty space on the calendar—and keep it that way. This isn’t laziness. It’s strategy.
What it is: Not all obligations are created equal. This tactic is about ranking what truly matters—and getting clear on what you’re doing out of genuine care vs. guilt, habit, or pressure.
Why it helps: You can’t give everything 100%. By naming what’s most meaningful, you can protect your energy and show up more fully in the places that actually deserve it.
There will be events where overextending is unavoidable. That’s real life. But those moments shouldn’t be your default. Give yourself honest context before committing.
Ask:
Use your answers to build an objective (but compassionate) filter. You don’t need to say yes to everything to prove you’re thoughtful.
Let’s be honest: not going to something can make others feel some type of way. That doesn’t mean you’ve done something wrong.
Here’s what helps:
Also: check the voice inside that’s pushing you to “do more.” That’s not your intuition—it’s your inner critic.
Name the why behind your decision—to yourself. You may never need to explain it to others, but this internal clarity helps you stay grounded when guilt creeps in.
You won’t always need a full list of rationales—but writing them out can help retrain your nervous system to tolerate doing things differently.
Go ahead—rank the events. Literally.
You can approach this with kindness and objectivity.
Give yourself permission to: Have honest feelings about what’s on your calendar this month—and let those feelings matter.
What it is: A tiny (but mighty) hack to reduce the mental load of last-minute gifting, scrambling for that one missing card, or feeling frazzled when celebrations pop up unexpectedly.
How to do it: Create a simple storage box—bonus points if you keep one at home and one in the car—with:
Why it helps: Having a few celebration essentials ready gives future you some breathing room—and prevents the panic spiral over small (but meaningful) details.
Notice any “shoulds” that pop up when you set up this system.
This isn’t about doing it “perfectly”, it’s about making life easier for yourself.
Work within what you actually have:
This system should feel supportive, not stressful. If it doesn’t make sense for your current season, adapt it, or skip it.
Make a running list of upcoming events and likely “gift moments.”
Having the list accessible keeps you from feeling surprised (and not ina good way) later.
Get creative!
The more aligned this feels, the more likely you’ll actually use your stash.
Give yourself permission to: Automate or simplify gifting—without guilt. A little reframe too: you’re being thoughtful in advance.
What it is: You don’t have to do everything right now. Some tasks can (and should) wait—especially in a season like May. This is not the time to start reorganizing the pantry, launching a new side hustle, or taking on extra projects unless it’s absolutely necessary.
Why it helps: Deferring protects your energy, your time, and your nervous system. It stops you from overcommitting when your emotional and physical bandwidth is already stretched thin.
We often make plans in extremes:
Neither extreme is super realistic. Sometimes you’ll have more energy than expected; sometimes, much less.
Reflect:
Once you start honoring your limits, it’s so common for a little internal gaslighting to creep in:
Pause. Remind yourself: Just because you can, doesn’t mean you should.
Compassion—not pressure—is your guide this month.
Scaling is your friend here. Using the Bandwidth Burnout Worksheet inside the Nine to Kind Possibility Planner (or your own list), write out:
If you happen to have an unexpected energy boost, great—you can reassess. And if not? That’s fine, too. Rest isn’t wasted time.
Execute with kindness. As the month moves forward:
You’re not just designing your time—you’re designing your experience of this season.
Give yourself permission to: Honor your willingness just as much as your capability.
What it is: Adjusting expectations, timelines, or logistics before you burn out. This might look like taking shortcuts, asking for help, scaling back your participation—or all of the above.
Why it helps: Accommodations don’t make you weak. They make you wise about your energy—and they help you build a sustainable, human-paced month, not a burnout-fueled one.
This is the moment to brainstorm without editing or judgment. Listen for those small thoughts you usually brush aside:
Those aren’t weaknesses—they’re clues to what could make this month doable.
Start noticing your compensatory strategies—aka how you tend to overcompensate for anxiety, overwhelm, depression, etc.
Use them as early intervention points.
Proactive > reactive. Every time.
Use objective, non-judgmental language to name what accommodations you need this month.
Ask yourself:
Put it all down in writing. Naming the needs makes them real and actionable.
Schedule your accommodations—and put reminders wherever you’ll see them.
Remember:
An accommodation you forget to use is just a good idea—not a lived support.
Reduce the shame that sometimes keeps us from leaning on the supports we set up.
Examples of Accommodations:
Give yourself permission to: Take your needs seriously—and treat them like they matter.
The biggest trap of May-cember is thinking that if you just push through, you’ll finally feel peace at the end. But that peace rarely comes when we’ve depleted ourselves along the way. Your nervous system doesn’t know what month it is—it only knows how supported you are.
These five tactics aren’t about “opting out”—they’re about opting into a version of your month that includes you, too.
Need a place to track your energy, adjust your expectations, and block protected time? The Nine to Kind Possibility Planner was literally designed for this. Check it out in the shop—it’s a tool for surviving the chaos without losing yourself.
Where burnout comes to die, encouragement is abundant, and practical skills to tackle perfectionism are freely given.
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A therapist-backed planner created to help overthinkers and overdoers develop personalized systems to break out of cycles and embrace their lived-in lives.
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