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💡The Big Idea

Well, folks, November has now coming knocking on the door and you know what that means. Holiday decorations are creeping into store shelves somehow harder than they already have been, Christmas music is playing everywhere, and before you know it, everyone will be scrambling to find the perfect last minute gifts.

For small business owners, this time of year can feel like a race against the clock. Between keeping ups with customers, managing everyday operations, and trying to squeeze in some holiday marketing, it’s easy to find yourself throwing together a last minute promotion and hoping for the best.

But here’s the thing: The business that make the most of the holiday rush aren’t necessarily the ones with the biggest discounts. They’re the ones that give customers something to look forward to. And the good news? You don’t need some complicated strategy to make that happen. You just need a little planning, a strong offer, and enough time to get people excited before the holiday madness begins.

🏟️This Week’s Play

First things first, pick one holiday promotion worth getting excited about. It’s tempting to throw together a dozen different deals, but too many offers can leave customers confused and you feeling overwhelmed. Instead, choose something simple that makes sense for your business. Maybe it’s a holiday gift bundle, a limited time service package, a free gift with purchase, or an exclusive small business Saturday special. Whatever you choose, make sure customers immediately understand what they’re getting and why it’s worth their attention.

Next, give yourself a promotional timeline. You don’t need a complicated calendar filled with 30 different posts. Start by choosing your launch date and working backwards. During the first week of November, finalize your offer, prepare your graphics, and decide how you’ll share it. By the second week, start dropping little hints on social media and on your emails. As Thanksgiving approaches, reveal the details, remind customers when the promotion begins, and make it easy for them to participate. The goal is to have everything ready before the rush hits.

Now comes the fun part: build some anticipation. Instead of announcing your promotion once and crossing your fingers, give your customers a reason to keep watching. Share behind the scenes photos of holiday products coming together, tease a mystery discount, or post a countdown to your big reveal. You could even ask followers to guess what they think your holiday special will be. These little moments create curiosity and help make your promotion feel like something people don’t want to miss.

Finally, make the next step ridiculously easy. When launch day arrives, customers should know exactly what to do, whether thats stopping by your shop, booking an appointment, visiting your website, or sending a message. Keep the instructions clear, your offer consistent, and your deadline visible. And don’t forget to follow through with reminders while the promotion is live. Sometimes that second or third reminder is exactly what gets someone to take action.

🎱AI-Powered Play

Don’t wait until the holiday rush is already here to start making noise. Give your customers something to get excited about now, and you’ll be in a much better position when the shopping season kicks into high gear.

Here’s the secret weapon to holiday planning: AI can help you turn one simple promotion into a full marketing plan without spending hours staring at a blank calendar. Give it your offer, your business details, and your launch date. Then let it help you map out the excitement leading up to the big day.

Try this Copy + Paste Prompt:

❝

I own a [type of business], and I want to run a holiday promotion for [product or service]. My offer is [describe offer], and it launches on [date]. Create a simple 3-week promotional plan with social media post ideas, teaser captions, and reminders to build excitement before launch. Keep it fun, engaging, and easy for a small business owner to manage.

🔥3 Things to Check Out

Need some fresh ideas to make your holiday marketing stand out? Kipp Bodnar and Kieran Flanagan explore creative marketing strategies, audience engagement, and ways businesses can get an edge. A great resource when you need inspiration beyond another ordinary holiday sale.

A great promotion isn't just about what you're selling. It's about making customers understand why they should care. This book helps businesses simplify their message so customers can quickly see the value in an offer.

Need a little inspiration for your upcoming holiday promotions? Shopify shares ideas for seasonal offers, gift guides, customer engagement, and ways to prepare before the shopping rush begins. A handy resource for finding something that works for your business.

💬Let’s Work Together

Done-For-You: Want me to run this play for you? My Buzz Packages are designed for business owners who want expert results without the guesswork. We handle the strategy, the content, and the execution. The Promotion Sprint .

Done-With-You: Need a custom playbook for your specific situation? Book a 1-on-1 Strategy Call with me. We’ll spend an hour building a roadmap tailored to your exact goals. .

Do-It-Yourself: Want the tools to run these plays yourself? The Outlaw AI Toolkit gives you 9 expert-trained AI assistants to handle your marketing in minutes a day.

Now Get Out There and Market Like an Outlaw

Want more bold marketing ideas like this?

🔥 Check out Outlaw’s Biz Guide — our no-fluff blog packed with real-talk marketing tips for small-town rebels → outlawmarketing.net/blog

💥 Want Free Sh*t That Actually Helps? Sign up for my newsletter and get outlaw-only tips, bold AF tricks, exclusive AI prompts, and other badass freebies. No fluff. No gatekeeping. 👉 http://theoutlawedge.com

👉 Want more bold marketing tips and free content prompts? Join my free Facebook group, The Outlaw Edge → The Outlaw Edge Group

⚡ Stay Sharp, Stay Outlaw.

That’s it for this ride, renegades. You’ve just caught The Edge—where marketing plays by no rules but ours. Keep your inbox close, your coffee closer, and remember: fortune favors the bold (and the slightly rebellious).

Until next time—stay loud, stay proud, and stay a little bit outlaw. 🤘🔥