Seminar Takeaways: AI Prompt Pack — Retention Essentials
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.
AI Prompt Pack — Retention Essentials
1️⃣ PLAN — understand what to do and why
- Prompt 1: Simple retention plan
I run a [type of business] in the [industry].
My main customers are [who they are].
The first useful moment is [describe it].
Create a simple retention plan with:
- user stages
- when to communicate
- the goal of each message
Keep it beginner-friendly.
- Prompt 2: User journey clarity
Help me map a simple user journey for my business.
Start from signup / first contact and include:
- new users
- active users
- users who stop using the product
Explain what users need at each step.
- Prompt 3: What to focus on first
I’m early-stage and short on time.
Based on my business ([describe briefly]),
what one or two retention actions should I focus on first and why?
2️⃣ CONTENT — emails, messages, support replies
- Prompt 4: Welcome / getting started message
Write a friendly welcome message for new users of [product/service].
The goal is to help them reach the first useful moment quickly.
Keep it short, helpful, and non-salesy.
- Prompt 5: Stay active message
Write a message for active users of [product/service].
The goal is to remind them of value and suggest a helpful next step.
- Prompt 6: Win-back message
Write a polite, human win-back message for users who haven’t been active for [time period].
No pressure, no discounts — just helpful and friendly.
3️⃣ DESIGN — simple visuals that support the message
- Prompt 7: Email header idea
Suggest a simple email header idea for a message about [topic].
Describe the layout, colors, and mood in simple terms.
- Prompt 8: Promo visual concept
I need a simple promo visual for [use case].
Describe what the image should show so I can create it in Canva.
- Prompt 9: Onboarding graphic idea
Suggest a basic onboarding graphic that helps users understand [main action].
Keep it clear and beginner-friendly.
4️⃣ TOOLS — automation and communication setup
- Prompt 10: Simple email flow
Help me design a simple email flow for [type of user].
Include:
- number of emails
- when to send them
- the goal of each email
- Prompt 11: Trigger ideas
Based on this business ([short description]),
suggest simple triggers that should start communication with users.
- Prompt 12: Personalization ideas
Suggest easy personalization ideas for messages in [email / SMS / in-app] communication.
Nothing advanced — just practical ideas.
5️⃣ ANALYTICS — understand what to improve
- Prompt 13: What to track first
I’m early-stage and can only track a few things.
Based on my business ([describe]),
what metrics should I track first to understand retention?
- Prompt 14: Find the problem
Here are my basic numbers:
[paste metrics or simple data]
Help me identify where users drop off and what might cause it.
- Prompt 15: What to improve next
Based on this data and context ([describe briefly]),
what one improvement should I test next to improve retention?
- How to explain this on stage (optional line)
You don’t need to invent prompts. Just copy, paste, and adjust these.
Conclusion
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.
