Holly Haynes, a leading voice in the entrepreneurial world, is the founder of the globally recognized Crush the Rush Podcast. With her unique blend of business acumen and personal experience, Holly empowers women to build successful businesses while maintaining a fulfilling personal life and scaling their businesses without relying on the social media algorithm.
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Better Together|| No. 53 - How I prepped my biz so I could actually rest 🏖️
Published 11 days ago • 4 min read
This week’s Better Together Round-Up is here! Think: one game-changing strategy, the resources you didn’t know you needed, and a few fun favorites we’re loving right now. Quick to read, packed with value—you in? 🕒 3-minute read, unlimited inspiration.
Hey Reader, As you’re reading this, I’m watching the sun come up over the ocean, iced chai in hand and zero tabs open—except maybe the one with the hotel breakfast menu. 😉
We’re spending the week in sunny Tampa, Florida for a little “friendcation”—my best friend from college lives here, and we’ve been close for over 25 years. She’s basically family, and making time for those ride-or-die friendships is something I fiercely protect. Bonus? We spent most of yesterday out on her boat. Let’s just say… you don’t have to twist my arm to visit. ☀️⛵
And while I mostly stepped away this week and fully believe in rest for rest’s sake, I also believe in planning for it—because stepping away only works if your business is built to support your life, not the other way around.
This time, we did it differently. I have had vacations in the past where I would hide in the bathroom at 5 am with my laptop, working before everyone was up. I would even put pillows in the bathtub so it felt like a chair. 😳 Not this time.
Instead of scrambling or pushing through until the last minute, I've learned to prep with intention. So today, I’m not launching anything, hosting anything, or replying to anything. I’m resting. And here’s how we made it happen 👇
The Anti-Social™ Shift: Prep to Rest
Taking time off doesn’t have to mean falling behind. These are the tools and rituals I use every time we travel so I can unplug without the post-vacation panic:
🧠 1. Pre-Vacation Brain Dump (ClickUp FTW)
Before we left, I dumped everything into ClickUp—ideas, priorities, and to-dos for when we return. They key is when I get home and open my laptop I have a "focus" list so I don't have to spend hours figuring out that next first step. Total peace of mind.
✉️ 2. Schedule + Buffer Days
I scheduled all our emails ahead of time using Kit, and I built in a 48-hour recovery window after we get back. That buffer? Game-changer. It lets me ease back in without the overwhelm. I also updated our OOO (I not not living by my email either) and I am on a mini break from the gram, so that makes that part easy.
💳 3. Hello, Travel Points
We recently upgraded to the Marriott Bonvoy Brilliant card and let’s just say—Hello Points, goodbye stress. Total travel win. If you don't travel a lot, but still want cash back, I love the Chase Inc cards. We put all our business expenses on these and then pay them monthly. It has earned us a few awesome vacations.
Oh, and yes, still team one bag only.(If you are new around here, when we travel, we only take a carry-on bag. The family rule is one bag. You carry what you pack.
What made the cut:
Athleta Travel Pants – my comfy, chic MVPs that I wear on the plane and out to dinner.
Linen Shirt – breezy and beach-to-dinner ready with shorts or pants above!
Comfy Shoes – for long walks and last-minute breakfast runs.
If you haven’t grabbed it yet, check out our Summer Revenue Plan—it’s how we’re creating consistent income without chaos.
Also: If content has you feeling stuck, the Seasonal Grid Planner will help you map out your summer strategy in minutes.
We’ve even got a new photoshoot on the books when we return—and a sneak peek of something new is dropping in July. 🎉 Join the Anti-Social waitlist to get first dibs.
Wishing you rest, rhythm, and your own version of a peaceful beach morning.
XO, Holly … keep reading to see what else is happening this week at Crush The Rush Headquarters!
On the Podcast
CEO Week LIVE is happening all of June! Each episode is packed with real strategies to help you build a schedule that works—for your life and your goals. Plus, Pia Silva joins me to share how she grew their two-person agency to consistent $30K months—no burnout required. 🔥 Listen to the Podcast here.
Almost Gone!
Our signature Crush the Rush Planner just got a sunny new makeover—just in time for your summer reset. It’s designed to help you plan with purpose, stay focused on what matters most, and feel really good about your goals again.If you’ve been waiting, now’s the time. Ready to feel inspired and organized? Grab yours here!
Mark your calendar—our July Planning Party is just around the corner! Get your goals, holidays, and plans mapped out before the month even begins. 🎯 Bonus: Our AI Marketing Squad will be on hand to help you streamline your strategy without the stress.
Feeling scattered in your business?Chaos to Clarity with my friend Nata Salvatori is your step-by-step guide to simplify, streamline, and finally lead like the CEO you’re meant to be. Check it out here.
The ONE thing this year that has made all my planning, content, and copy easier is having a brand book. (PS - I love it so much, a LIVE workshop on this very topic is in our new Anti-Social School™ curriculum).
“If your strategy can’t survive a week off, it’s not strategy—it’s survival mode."
P.S. TL:DR Quick Links 😉 🎧 Latest Podcast Episode: We launched our go-to summer CEO Week series → Listen here 🧠 Work with Me 1:1: Let’s design your custom summer strategy together → Apply here 📅 Join the Club: Get access to our full AI Marketing Crew, Monthly Planning Parties, and live coaching with me → Come inside 💬 DM or email me anytime: I’m not hard to reach, I’m just intentional with my energy.
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Business Strategist and Host of the Crush the Rush Podcast
Holly Haynes, a leading voice in the entrepreneurial world, is the founder of the globally recognized Crush the Rush Podcast. With her unique blend of business acumen and personal experience, Holly empowers women to build successful businesses while maintaining a fulfilling personal life and scaling their businesses without relying on the social media algorithm.
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