When Raise A Glass Wine approached me about launching their new How To Speak Wine course, I knew this project would be both exciting and complex. They weren’t just rolling out an online course; they wanted to create a cohesive digital experience that combined education, community, and live interaction. With Kajabi’s recent wave of updates—new checkout pages, refined offers, improved community features, and tighter integrations between live and course modules—this was the perfect opportunity to leverage the full power of the platform.

In this article, I’ll walk through the project step by step, highlighting not only the technical backend setup but also the customer experience design and branding decisions that transformed Raise A Glass Wine’s vision into a polished, professional, and user-friendly reality.

Understanding the Client’s Vision

Raise A Glass Wine wanted more than just a course upload. Their team was launching a signature learning experience that would:

• Teach participants the language of wine in an engaging and accessible way.

• Bring together enthusiasts in an online community where they could connect, share, and learn.

• Include live cohort sessions for deeper interaction and accountability.

• Provide a seamless, branded, and elevated customer journey from discovery to post-purchase.

My role as a Kajabi Expert and Service Provider was to handle the full backend build—from structuring the offers and checkout to creating a stunning landing page, setting up the community, and integrating live sessions.

Leveraging Kajabi’s New Updates

Kajabi recently rolled out several changes and enhancements, and this project became a perfect test case for implementing them.

Updated Checkout Experience

The new checkout pages allow for higher-converting layouts, simplified upsells, and better brand customization. For Raise A Glass Wine, I:

• Created a streamlined, one-step checkout that reduced friction and built trust.

• Integrated brand elements (colors, fonts, imagery) to keep the experience consistent from the sales page through to payment.

• Configured upsell options, ensuring customers had the chance to join related offers without overwhelming them.

Enhanced Community Features

Kajabi’s community updates have taken things far beyond basic discussion boards. I set up:

• A branded Raise A Glass Wine Community hub with tailored categories for discussion, tasting notes, and event reminders.

• Gamification features and welcome sequences to drive early engagement.

• Clear navigation paths between the course content and the community, making it intuitive for participants to toggle between learning and connecting.

Live Session Integration

The client wanted to run live cohorts alongside the course, so I:

• Built a central events hub in Kajabi with links to live sessions and automatically uploaded recordings.

• Connected live event registration directly to the course, so users didn’t have to manage multiple platforms.

• Ensured live session replays were automatically archived in the course portal for easy access.

Polishing the Course and Building the Offers

The How To Speak Wine course itself was designed as a hybrid: asynchronous learning modules supported by real-time live sessions. The course was already built and uploaded, but the client still needed the following:

• Timed drip function enabled, so that the course was available by date, and yet...
• An engaging customer experience during the long wait between the course registration and when they received their 12 bottles of wine and actually got to start the course (4 to 6 weeks, depending on when they registered)
• I set up the community to be available immediately and set up engaging challenges and bonus resources to keep people engaged until the course started.

On the backend, I created multiple offers:

• Standalone Course Offer – for participants who wanted just the self-paced experience.

• Cohort + Community Offer – bundling the course with live sessions and access to the Raise A Glass Wine community.

• Premium Tier Offer – offering bonus Q&A sessions and exclusive wine-pairing guides.

Each offer had its own checkout page, post-purchase automation, and tailored onboarding experience.

Designing the Customer Journey

For Raise A Glass Wine, brand and customer experience were front and center. Every detail—from the landing page to the welcome email—had to convey sophistication, warmth, and accessibility.

Stunning Landing Page Design

The landing page became the anchor for the launch. I designed it to:

• Capture attention with bold, wine-inspired visuals.

• Communicate the value of learning to “speak wine” through clear, engaging copy.

• Showcase testimonials, course previews, and live session highlights.

• Lead visitors naturally toward the checkout, reducing drop-off at each stage.

Post-Purchase Experience

Kajabi’s automation features allowed me to craft a polished post-purchase journey:

• A branded thank-you page that welcomed customers and gave them immediate next steps.

• Automated emails guiding them into the course portal and community.

• Reminders for live sessions and prompts to introduce themselves inside the community.

The result? New participants felt guided, welcomed, and excited from the moment they enrolled.

Challenges and Solutions

No project of this scale is without its challenges. Some of the key hurdles included:

• Integrating Kajabi’s New Features: Since some features were newly released, there was a learning curve. I stayed up to date with Kajabi’s documentation and community forums to troubleshoot quickly.

• Balancing Simplicity and Sophistication: The wine world can feel intimidating, so I worked with the client to keep the brand voice playful yet refined. This balance extended into design choices, copy, and community prompts.

• Live Session Logistics: Setting up seamless live session integration required thoughtful planning. By building clear links and automated reminders, I ensured no participant felt lost.

The Results

By launch, Raise A Glass Wine had a fully built-out digital ecosystem ready to welcome new members. The project delivered:

• A professional, branded platform showcasing their expertise.

• A user-friendly learning environment with clear pathways between course, community, and live sessions.

• A polished customer journey that reduced friction and maximized engagement.

• Backend systems (offers, checkout, automations) that could scale with future launches.

What This Project Showcases

From a professional standpoint, this project highlights what I bring as a Kajabi Service Provider:

• Platform Expertise: I stay current on Kajabi’s updates and know how to implement them strategically.

• End-to-End Buildouts: From landing page design to backend automations, I handle the full scope of what a launch requires.

• Customer Experience Design: Beyond the tech, I prioritize the brand story and user journey.

• Scalability in Mind: Everything is built not just for one launch but for long-term growth and repeatability.

Conclusion

The Raise A Glass Wine launch of the How To Speak Wine course was more than a project—it was a demonstration of how Kajabi, when set up with both technical precision and a customer-first mindset, can create transformative online experiences.

For clients, it’s not just about uploading content. It’s about crafting an ecosystem where learners feel guided, supported, and inspired. That’s the heart of what I do as a Kajabi Expert: combining tech, brand, and strategy into seamless learning environments that elevate both the business and the customer experience.