Turn tasting room visitors into lifelong club members.
Stop losing 18–24% of your wine club members to expired cards and forgotten visits. CaskStack updates cards before club releases go out, captures tasting room visitors, and automates winery marketing quietly in the background — with zero per-bottle fees.
🍇 First-72-Hour Tasting Room Recapture
Automated POS sync captures casual terrace guests into opt-in allocations.
🍷 Pre-Release Allocations & Expired Card Reminders
Members customize bottles via text and update expired cards before billing; zero failed releases.
📱 State SMS Rules & Carrier-Approved Texting
Real-time TCPA quiet hours, carrier alcohol registration, and 21+ age verification gates.
Automated guardrails enforce state-by-state SMS quiet hours and storefront 21+ age verification.
Cooper AI™ Live Concierge
* Metric disclosures: Compliance features provide workflow guardrails based on industry guidelines but do not constitute legal advice; wine club card recovery figures reflect automated pre-release card reminder sequence performance; text messaging metrics compare winery-specific campaigns against unsegmented generic email tools.
Everything your winery needs
Ditch complex, disconnected tools. CaskStack™ and Cooper™ unify direct-to-consumer email, SMS, automated expired credit card recovery, and 21+ age verification in one warm, welcoming workspace.
Meet Cooper AI™ — Your Friendly Craft Co-Pilot
"Hi, I'm Cooper™. I handle the tedious TTB address footers and age-verification checks in the background so you can focus entirely on writing great notes to your wine club."
From recommending wine & craft pairings to drafting compliant campaigns and sending member outreach, Cooper™ acts as your quiet, reliable assistant 24 hours a day.
Estate & Boutique Wineries
Built specifically for estate cellars, single-vineyard labels, and tasting room operations — not generic retail.
Pre-Shipment Card Updater
Automated reminders with a secure 1-click link let club members update expired cards on their phone before release day—preventing costly declines.
21+ Age Gate & Quiet Hours
Storefront 21+ verification and state-by-state SMS quiet hours keep your campaigns compliant without costly add-on apps.
POS & Storefront Harmony
Instant synchronization with OrderPort, Commerce7, and Vinoshipper keeps your catalog & members in sync.
Engineered for craft wineries and independent estates across 260+ American Viticultural Areas and global appellations.
Simple three-step compliance loop
Designed specifically for how boutique wineries sell and market in DTC landscapes.
Sync POS & Catalog
Connect your winery or tasting room POS. CaskStack automatically synchronizes contact fields, club tags, and catalog SKUs in real time.
Auto-Validate Rules
Protect your brand before sending. Gemini Vision AI inspects TTB label graphics, vintage claims, and promotional copy automatically.
1-Tap Member Outreach
Dispatch high-converting SMS and email campaigns. Cooper answers customer questions about pairings, vintages, and cellar doors 24/7.
Simple, predictable pricing. No contact penalty.
All plans include a 14-day free trial. Built specifically for wineries and estate DTC cellars.
Worried about moving your old data over? Don't be. Zero CSV Panic
We personally help you map and import your first list safely—no messy CSV panic.
Recovering just one declined wine club shipment ($1,200+ annual value) pays for an entire year of CaskStack.
Generic email tools penalize you as your contact list grows while doing nothing to stop the 18–24% of members lost when credit cards expire before club shipments. CaskStack automates expired card reminders, provides secure 1-click update links, and keeps orders compliant at flat-rate pricing.
Boutique
Legal & BrandLegal & brand compliance GTM baseline.
- Up to 500 contacts
- Manual CSV data importer
- Storefront Age Gate Overlay
- TTB Compliance Copy Checks
- 73.8% LDA gate compliance vetting
- AI Copilot subject line generator
- Read-only Brand Asset kit
- Live email sending locked (Upgrade to Estate)
Estate
Artisan EntryReplaces your generic email tool, 21+ age gate app, and vintage checklists in one plan.
- Up to 2,500 contacts
- 15,000 emails / month
- Storefront 21+ Age Gate Overlay
- TTB Vintage & Copy Compliance Checks
- Direct OrderPort, Commerce7 & Vinoshipper sync (+ CSV)
- AI Campaign Draft Generator
Reserve
Marketing & ROIRevenue scaling with SMS marketing and workflow automation.
- Free Cold-Contact Scrubbing: Archive unengaged walk-ins to avoid contact penalties
- Up to 10,000 CRM contacts
- 100,000 emails / month
- Live POS (OrderPort, Commerce7, Vinoshipper, Square)
- TTB Image Auditing (Gemini Vision AI)
- Pre-Shipment Card Updater & Swaps
- 500 SMS credits/mo + Co-Marketer Board
- State TCPA Quiet Hours Enforcement
Grand Cru
Enterprise RetentionFull DTC automation & multi-brand retention engine.
- UNLIMITED Database Contacts
- Automated Card Recovery & 1-Click Updates
- Smart Bottle QR Experiences (Digital Cellar Menus)
- State-Smart DTC Routing & Retail Partner CTAs
- Batch TTB Image Auditing + UGC
- 2,000 SMS credits/mo + RCS Carousels
- Analytical data build tool (dbt) Processing Canvas
Enterprise
Bespoke InfrastructureFor major estate cellars and premium multi-brand winery portfolios requiring single-tenant server speed and legacy software alignment.
- Dedicated Private Server & Database Performance
- Custom ERP & Enterprise System Integrations (NetSuite, SAP, Custom POS)
- Custom Regulatory Workflows & Dedicated Account Manager
- Private Winery AI Models & Custom SLA Guarantees
Custom Quote
Complimentary Strategy Session"Hey, I'm Darren. I built CaskStack as a marketing-as-a-service platform to eliminate marketing headaches for wineries. I watched boutique winemakers waste hours wrestling with mailing lists, SMS rules, and expired cards—you shouldn't need a four-software stack just to run your wine club. My team and I are right here if you need a hand getting set up."
Why Independent Wineries Switch
Compare CaskStack winery-tailored features against generic marketing platforms.
| Platform Feature | Generic Email Tools (Klaviyo / Mailchimp) | Legacy Wine Software | CaskStack.com |
|---|---|---|---|
| High-Volume List Pricing (50k) | $800 - $1,200 / month | N/A (Generic Email) | $799 / mo (UNLIMITED Contacts) |
| Expired Card Recovery & Reminders | ❌ None | ❌ Basic decline emails after the fact | ✅ Pre-Shipment 1-Click Card Updates (18–24% Recovery) |
| TTB Label & Vintage Copy Auditing | ❌ None | ❌ None | ✅ Gemini Vision AI Label & Vintage Scan |
| Built-in 21+ Age Verification Gate | ❌ Requires $30–$50/mo add-on app | ⚠️ Basic storefront gate | ✅ Built-in 21+ Age Verification Overlay |
| Smart Bottle QR & Allocation Experience | ❌ None | ❌ None | ✅ Dynamic Member Allocation & Cellar QR |
| State-Smart SMS Quiet Hours | ❌ Manual config | ❌ No SMS tools | ✅ Enforced by Recipient State |
| Club Shipment & Release Automation | ❌ Manual CSV exports | ⚠️ Clunky batch email tools | ✅ Automated Club Release Workflows |
| Total Monthly Marketing Stack Cost | $450 – $900+ / mo (Email + SMS add-on + Age gate + Card recovery) | $500 – $1,500+ / mo (Plus per-bottle / transaction surcharges) | ✅ $199 / mo Flat (All-in-one winery marketing, zero bottle fees) |
| Tasting Room POS Sync | ❌ Third-party sync delays | ⚠️ Slow nightly syncs | ✅ Instant POS & Guest Activity Sync |
| Drag-and-Drop Email Designer | ⚠️ Generic templates (no wine or vintage fields) | ❌ Dated static HTML | ✅ Built-in Winery Email & Allocation Designer |
Frequently Asked Questions
Everything winemakers, tasting room managers, and wine club directors ask about CaskStack.
Let's Review Your Storefront Together
Tell us about your brand! Cooper and our team will analyze your setup and send custom recommendations to help you grow.