This 30-Second Message Makes Me Over $3K/Year 💬
Steal this "In-the-Zone Upsell" message that converts
‼️ Your politeness is costing you profit ‼️
“I don’t want to seem pushy.”
“They already paid me.”
“I’ll offer it next time.”
Every time you skip an upsell, that’s $10–$100 left behind.
Multiply that by hundreds of projects each year, and it adds up!
The fix?
A simple message sent at the perfect moment.
I call it the “In-the-Zone Upsell” and it works because you’re offering value when clients are already invested and you’re already doing the work.
Keep reading to steal the message that converts 90%+ of the time.
🧠 What is an “In-the-Zone Upsell”?
You offer a complementary add-on 24-48 hours after work starts, while you’re deep in their project.
Here’s why the timing is everything:
✅ Client anxiety is gone (you’ve started, they trust you)
🎯 You understand their needs better than your initial brief
🔥 You’re genuinely “in the zone” with their brand voice
🤝 A small add-on now feels like the right move
The result?
Your AOV increases without chasing new clients or raising prices.
🥇 Real example: $121 → $124 AOV in 8 weeks
I tested “In-the-Zone Upsell” on Fiverr. Here’s what happened.
❌ Before:
✅ After implementing the “In-the-Zone Upsell”
That’s a $3.04 increase per order.
With 800–1,000 projects per year, that’s $2,400–$3,000 extra revenue from one message.
Prices can range from $10 to $100 per upsell… this means the profit potential is HUGE!
💬 The upsell message I send (steal this)
I send this message 24-48 hours after an order starts:
⚡ Client responses within 30-60 minutes
Then I send the discounted custom offer through the platform. Accepted. Done.
🚀 How to execute an “In-the-Zone Upsell”
Step 1: Identify your micro-upgrade
✅ Steal this: What’s one small add-on you can deliver in under 20 minutes? Think: variations, strategy notes, quick audits, short videos.
👉 Quick Growth Idea: Look at your last 10 projects. What mini-task did clients often ask for? Turn that into your upsell offer.
Step 2: Time your message
✅ Steal this: Send your upsell 24–48 hours after the order is placed.
👉 Quick Growth Idea: Use a calendar reminder to ping clients mid-project with your upsell message.
Step 3: Keep it friendly and optional
✅ Steal this: No pressure. Keep the tone casual and offer it as a bonus opportunity.
👉 Quick Growth Idea: Always start with “Everything’s coming along great…” - it lowers client defensiveness immediately.
Step 4: Track results
✅ Steal this: Record every upsell attempt. Accepted vs. ignored.
👉 Quick Growth Idea: Add an “Upsell Tracker” column in your CRM or software to track data over time.
Step 5: Refine your offer
✅ Steal this: Test different versions of the message - discount angle, urgency, or result framing.
👉 Quick Growth Idea: Try offering “quick A/B headline variations,” “bonus intro paragraph,” or “extra design options.” Find the 1 that gets consistent YESSSSS’s.
💡 Your Friday takeaway
You’re already doing the hard part: delivering great work. The “In-the-Zone Upsell” captures the value you’re creating.
Remember, every project is an upsell opportunity:
You’re already in their brand voice
You’re already in their strategy
They’re already invested
That context is currency. Use it.
TL;DR: Wait 24-48 hours after a project starts, offer a complementary add-on at a discount, frame it casually with “totally optional,” send the custom offer when they say yes. Your AOV increases without chasing new clients or doubling your workload.
See you next week 🚀
Sam
—If you enjoyed issue #15, please tap the Like button below 💙 Thank you!









Love this!
Loooove it!
But I would make the trigger 24-48hrs after delivering value (not necessarily the entire work but maybe the aha moment)
Personally, if I get an upsell right after I start working with someone or a saas tool, I'll have a bad salsy impression about the company/person associating them with "thinking about themselves not the customer"
The "trust upon signing" is an assumption and usually never true in my experience.