Autumn isn’t just pumpkin spice season, it’s the warm-up to the busiest retail stretch of the year. From Croptober and Halloween, to Green Wednesday, Black Friday and Cyber Monday, customers are in discovery mode, browsing for seasonal favorites and gift ideas earlier than ever. For retailers, this is the moment to capture attention, grow your list, and set the stage for holiday conversions.
With AIQ’s product suite, now including Apple & Google Wallet Passes, enhanced Signup Forms, AI Sales Agent (Terpli), Loops, upgraded Mobile Apps, and fully integrated ecommerce — you have the tools to meet customers where they are and turn seasonal engagement into measurable growth. Here are 10 strategies to put into motion this fall.
Use AIQ’s Audience Segmentation tool to identify customers who purchased last fall, bought holiday bundles, or have been dormant since last year. Create seasonal personas like “Croptober buyers” or “Green Wednesday spend $100+” and send targeted offers that resonate with each group. Personalized fall campaigns stand out from generic holiday noise and drive stronger returns.
Seasonal creative — think warm colors, cozy imagery, and playful “trick or treat yourself” subject lines. Makes your messages timely and engaging. Pair SMS or Email with direct Wallet Pass download links, so customers can instantly save your promotions to their phones. Once they’ve opted into a pass, you can push real-time updates and loyalty rewards throughout the season.
Ahead of holiday shopping spikes, streamline your signup forms to reduce friction and capture intent. Keep them mobile-optimized, add conditional questions (“Interested in bundle deals?”), and link directly to Wallet Pass or drive loyalty engagement with an automated campaign sent immediately following signup outlining the benefits of membership. With every new subscriber, you’re building a pipeline ready for Green Wednesday, Black Friday and Cyber Monday outreach.
Your seasonal catalog can be overwhelming for customers to navigate. AIQ’s Cannabis AI Sales Agent, Terpli, acts as a personal shopping assistant, answering questions like “What’s a great fall flavor?” or “What’s a good gift under $50?” in real time. This conversational experience drives discovery, recommends add-ons, and removes decision-making friction.
Create fall-themed Wallet Passes like “Croptober Rewards” or “Spooky Savings” and make them accessible through every channel — SMS, Email, your ecommerce site, Signup Forms and Mobile App. Unlike static coupons, passes dynamically update with live points balances, seasonal offers, and instant calls-to-action. Customers get a frictionless way to stay connected, and you get a direct channel to boost repeat engagement.
With Loops, retailers can open up their digital real estate for brand partners to promote seasonal deals directly inside menus and other digital surfaces. This creates new revenue opportunities while showcasing brand-funded fall promos right at the points of discovery:
You can also use Loops to seamlessly upload and manage your own promotions across all digital touch points — from highlighting Halloween bundles to teasing Black Friday offers, hyping up events, and driving traffic to social media. Tie campaigns to location, customer interest, or time of day to maximize visibility and track performance all the way through to conversion.
Bundling seasonal products (“Croptober Flower Flight” or “Halloween High Edible Deal ”) makes it easy for customers to purchase more while feeling like they’re getting added value. Incentivize bundles by offering bonus loyalty points or wallet-exclusive rewards. Upsell prompts in marketing campaigns, ecommerce flows, Mobile Apps, and our AI Sales Agent, Terpli nudges customers toward higher-value baskets.
Seasonal pop-ups or “holiday preview” events drive community engagement and foot traffic. Promote these locally using SMS, Wallet Pass push notifications, and Loops in retailer menus. For exclusivity, offer QR-code-based wallet passes redeemable only at the event. These create a reason for customers to show up, and stay connected afterwards.
Don’t let abandoned carts or unopened wallet passes go cold. Follow up with messages like “Your croptober deals are waiting” or “Redeem your Halloween ‘all treats no tricks’ reward before it expires.” Retailers can leverage Loops to plug in and resurface products customers browsed, or let the AI Sales Agent re-engage with a conversational prompt to bring them back into the funnel.
After Halloween and into November, launch win-back and feedback campaigns. Offer “last-chance fall deals” or tease “exclusive holiday drops” to keep engagement rolling. Update Wallet Passes with new holiday content and trigger loyalty reminders in your Mobile App to carry customers seamlessly into the next big retail push.
Takeaway: Fall is when your marketing groundwork pays off. With AIQ, you’re not just running seasonal campaigns, you’re building a foundation for long-term loyalty and holiday success.
Freshen up on your product knowledge and tool functionality to maximize your strategy with AIQ Academy.
