Seminar Takeaways: AI Tools That Help with Retention

Retention was one of the key topics at our recent seminar in Tartu at Startup Day 2026 — and for a good reason. Many startups understand why retention matters, but struggle with how to do it simply and consistently, especially with AI.

1️⃣ PLAN (strategy, structure, clarity)

What you need help with:

- understanding your audience
- mapping the user journey
- deciding what to say and when

AI tools that help:

• ChatGPT / Gemini / Claude – brainstorming, planning, structuring ideas
• Wooxy – retention plans based on business context and funnel stage
• Ahrefs AI Idea Generator - ideas for content
   

🪄 Tip:

AI works best here when you describe your business in simple words.

2️⃣ CONTENT (words and messages)

What you need help with:

- emails
- messages
- support replies

AI tools that help:

• ChatGPT / Gemini / Grok / DeepSeek – drafts and variations
• Wooxy – context-aware, multi-channel content

🪄  Tip:

Always review tone and clarity — AI is fast, not perfect.

3️⃣ DESIGN (visual support)

What you need help with:

- email headers
- simple visuals
- onboarding images
 

AI tools that help:

• Canva – templates + AI image/text tools
• Midjourney / DALL·E – illustrations (optional)
• Predia.ai - Ads & Videos
   

🪄 Tip:

Simple and consistent beats fancy.

4️⃣ TOOLS (sending & automation)

What you need help with:

- sending messages
- triggering flows
- personalization
 

AI tools that help:

• Wooxy – email, SMS, push, automation, personalization
• Customer.io / HubSpot / Intercom – alternatives depending on stage
   

🪄  Tip:

One channel is enough to start — email is usually best.

5️⃣ ANALYTICS (understanding what works)

What you need help with:

- tracking activation and engagement
- spotting drop-offs
- deciding what to improve
 

AI tools that help:

• Excel / Google Sheets – simple tracking
• Wooxy analytics + AI insights – pattern detection
• ChatGPT – analyzing numbers when you paste them in
   

🪄  Tip:

Ask simple questions first: “Where do users stop?”

Retention isn’t a “nice to have” for startups — it’s what determines whether growth is sustainable or short-lived. Acquiring users is only the first step. Keeping them engaged, active, and coming back is where real value is built.

The good news? You don’t need a big team or complex systems to improve retention. With the right checklist, clear AI prompts, and tools designed for automation, even small startups can create meaningful, long-term relationships with their users.

This is exactly where Wooxy helps. It brings email, SMS, push, and messenger automation together — boosted with AI — so you can turn retention ideas into action without adding complexity. Fewer tools, clearer insights, and more time to focus on growing your product.

If retention matters to your startup (and it should), Wooxy makes it easier to start — and scale — from day one.