Text messaging has evolved far beyond promotional blasts and last-minute event reminders.
Today's most successful wineries are using SMS throughout the customer journey—from recovering wine club declines and improving shipping success rates to collecting customer feedback and driving allocation sales. The result is a more personalized customer experience, stronger retention, and measurable revenue growth.
During a recent discussion with RedChirp and our mutual client, Black Ankle Vineyards, we explored how wineries are using SMS to create more meaningful customer interactions at every stage of the DTC journey. Black Ankle's Emma Pope shared several real-world examples of campaigns that have driven engagement, streamlined communication, and generated measurable results—offering a valuable look at how modern wineries are putting text messaging to work.
While every winery's audience and goals are different, several clear themes emerged. The most successful programs aren't simply sending more messages—they're using SMS strategically throughout the customer journey. Here are nine ways wineries are doing exactly that.
Why SMS Matters for Wineries
Consumer behavior has changed dramatically over the last decade.
Customers expect quick, personalized communication from the brands they love. They receive order confirmations, shipping updates, appointment reminders, and service notifications via text from countless businesses every day. Increasingly, they expect the same experience from wineries.
What's particularly interesting is that SMS adoption isn't limited to younger demographics. One of the most persistent misconceptions in the wine industry is that texting only appeals to Millennials and Gen Z consumers. Real-world winery data tells a different story.
At Black Ankle Vineyards, for example, the average age of customers actively engaging through SMS is in their late 50s, proving that winery texting can be effective across generations when used thoughtfully.
The wineries seeing the strongest DTC growth are increasingly focused on first-party customer data and owned communication channels. SMS sits at the intersection of both, creating a direct line of communication that wineries control and customers actively use.
The question is no longer whether wineries should be texting customers. The question is how to use SMS effectively.
1. Recover More Wine Club Revenue Through SMS
Wine club declines remain one of the largest sources of lost revenue for wineries.
Traditional decline recovery often relies on automated emails that go unread or get buried in crowded inboxes. Text messaging provides a more direct and personal alternative.
Instead of sending a generic "payment failed" notification, wineries can reach members with a personalized text that explains the issue, provides a secure payment update link, and offers assistance if needed.
The results can be significant. Customers who may ignore an email are far more likely to respond to a text from a recognizable winery representative. RedChirp's data shows that 98% of customers who updated their payment did so within 1 day of receiving the text.
Best Practice
Keep decline recovery messages conversational:
Explain the issue clearly
Include a secure payment update link
Offer a direct response option
Use a real team member's name
The goal isn't just recovering a transaction—it's preserving the member relationship.

RedChirp allows wineries to send a secure payment update link to customers, which can be simply updated in Corksy and saved to the customer's account and then deleted permanently.
2. Make Updating Payment Information Frictionless
Club processing becomes significantly easier when payment issues are addressed before a release occurs.
Many wineries are now proactively sending SMS reminders to customers with expiring credit cards or outdated payment information.
Instead of requiring customers to log into an account and navigate multiple screens, wineries can provide secure forms and payment update workflows directly from a text conversation.
The easier it is for customers to update their information, the fewer declines wineries experience during club processing.
In many cases, customers complete payment updates within minutes of receiving the message, eliminating the need for multiple follow-ups and reducing staff workload.
3. Use SMS to Sell Allocations, Futures, and Limited Releases
Few marketing channels are as effective as text messaging when urgency and exclusivity matter.
Allocation releases, futures programs, library wines, and small-production bottlings often perform exceptionally well through SMS because the communication feels personal and immediate.
Rather than sending a broad promotional message, wineries can segment customers based on purchase history, club status, varietal preferences, or previous engagement.
A customer who consistently purchases Pinot Noir should not receive the same message as a Cabernet collector.
Best Practice
Focus on relevance over volume.
Personalized messages tied to customer interests consistently outperform generic promotions.
One example shared during the discussion highlighted a futures offering that generated meaningful engagement through simple, conversational text exchanges rather than traditional promotional copy.

Black Ankle shared how they used RedChirp to promote their Albarino futures.
4. Fill Events Faster
Whether promoting wine club pickup parties, educational tastings, winemaker dinners, or seasonal events, SMS offers a highly effective way to increase attendance.
Many wineries have found success using texting for:
Event invitations
RSVP reminders
Last-chance ticket sales
Waitlist notifications
Day-of event updates
Unlike email, which may sit unread for hours or days, text messages are typically viewed within minutes.
For events with limited capacity, that speed matters.
As wineries continue investing in experiential hospitality, timely communication becomes increasingly important. SMS gives wineries the ability to reach customers at the exact moment a decision is being made.

Black Ankle Vineyards personalizes event invitations to their customers, leading to higher engagement.
5. Improve the Customer Experience After the Sale
One of the most overlooked opportunities in winery texting isn't marketing—it's service.
Shipping wine is complicated. Wine is heavy, resulting in higher shipping costs. Adult signatures are required. Weather delays happen. Packages are often time-sensitive.
Proactive communication helps eliminate frustration while improving delivery success rates.
Examples include:
Tracking notifications
Signature-required reminders
Delivery-day alerts
Weather hold updates
Shipping delay notifications
These messages don't just improve customer satisfaction. They can also reduce failed delivery attempts, returns, and customer service requests.
In a world where customer experience increasingly drives loyalty, post-purchase communication is often where wineries can create the biggest competitive advantage.

An example of how Corksy users can benefit from Wineshipping & RedChirp native integrations.
6. Personalization Matters More Than Message Length
One question that frequently comes up when wineries begin using SMS is whether shorter messages perform better than longer messages.
The reality is that effectiveness has less to do with character count and more to do with relevance.
The strongest-performing winery SMS campaigns typically share three characteristics:
They are personal
Customers should feel like they're hearing from a person, not a marketing automation.
They are relevant
Messages should align with customer interests, purchasing behavior, and relationship history.
They are actionable
Customers should know exactly what action to take next.
A thoughtful, personalized message will almost always outperform a shorter generic one.
The most successful wineries aren't simply sending texts. They're creating conversations and engagement, boosting retention and lifetime value.
7. Segment Your Audience Like Your Revenue Depends on It
Because it does. One of the biggest mistakes wineries make is sending the same message to everyone (this goes for email, too!).
Modern SMS marketing allows wineries to build highly targeted audiences based on:
Club membership status
Purchase history
Recent activity
Event attendance
Product preferences
Customer lifetime value
Segmentation helps wineries send fewer messages while generating better results.
That means higher engagement, more conversions, and fewer opt-outs.
As email inboxes become more crowded and third-party data becomes less reliable, segmentation powered by first-party customer data is becoming one of the most valuable tools available to winery marketers.

The Corksy <> RedChirp integration is the only platform integration with advanced segmentation features, such as removing recipients that recently placed an order.
8. Build Your SMS List Continuously
The best SMS strategy in the world won't work without subscribers.
Leading wineries are collecting SMS consent through multiple touchpoints, including:
Website Lightboxes
Strategically placed signup forms can capture both email and SMS consent.
Webchat
Website visitors often ask questions before making a purchase. These conversations create natural opportunities to collect consent and continue the relationship.
Guest Check-In Forms
Tasting room visits remain one of the most valuable opportunities to build first-party customer data.
Events
Festivals, pickup parties, and winery events can all be used to grow SMS audiences.
Order Confirmation Opt-Ins
Customers who have just completed a purchase are often highly receptive to future communications.
The key is making signup easy and communicating the value customers will receive.
The wineries building the strongest SMS programs aren't waiting for customers to find a signup page. They're creating opportunities to join at every meaningful touchpoint.

A webchat on Black Ankle Vineyards' home page allows customers to simply enter their contact information right away and check the marketing consent agreement.
9. Use Automation to Scale Without Losing the Human Touch
Automation often gets a bad reputation because many businesses use it poorly. The best winery automations feel helpful, timely, and relevant.
Examples include:
Birthday messages
Club release notifications
Order confirmations
Fulfillment updates
Pickup reminders
Event reminders
Post-purchase follow-ups
When paired with segmentation and personalization, automation helps wineries maintain consistent communication without overwhelming staff.
The goal isn't to replace human interaction. It's to ensure customers receive the right message at the right time, even when your team is busy running the business.
The Future of Winery SMS Marketing
The wineries seeing the strongest results today aren't treating text messaging as a standalone marketing channel. They're integrating SMS throughout the customer journey—from acquisition and conversion to retention and service.
The result is faster communication, stronger customer relationships, and more opportunities to drive revenue without adding complexity.
As consumer expectations continue to evolve, wineries that embrace personalized, timely communication will be better positioned to build loyalty, increase wine club retention, and grow direct-to-consumer sales.
SMS isn't replacing email. It's complementing it. Together, they create a more connected customer experience that meets consumers where they already spend their time.
Watch the Webinar Recording and Explore the Examples
Want to see the examples, workflows, and real-world use cases discussed throughout this article?
Watch the webinar recording, download the slides, and learn how to get started here:
👉 https://redchirp.com/webinar-smarter-winery-messaging-with-redchirp-corksy/
Corksy + RedChirp: A Free Integration for Wineries
One of the biggest takeaways from the discussion is how seamlessly SMS can fit into an existing winery technology stack.
The Corksy + RedChirp integration allows wineries to combine customer data, wine club activity, ecommerce transactions, and SMS communications into a more connected customer experience.
Wineries can leverage customer information already stored in Corksy to create more relevant text campaigns, automate key communications, and improve engagement across the customer lifecycle.
Best of all, neither Corksy nor RedChirp charges wineries to use the integration.
To activate the integration:
Be a Corksy customer
Be a RedChirp customer
Contact Corksy to initiate setup
RedChirp completes the connection and validates syncing
There are no integration fees, no implementation charges, and no ongoing costs associated with connecting the two platforms.
For wineries looking to improve club retention, streamline communication, and create more personalized customer experiences, it's one of the simplest and most impactful additions to a modern DTC technology stack.
Schedule a call with a Corksy Growth Consultant to discuss how Corksy can help you sell more wine.

