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3️⃣ Things To Check Out

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🎙️ Which one are you going to listen to this week? 
How To Grow Your Personal Brand in 2025 - on Spotify, Apple, or YouTube 
My 7 Facebook Ad Creative Frameworks - on Spotify, Apple, & Youtube 
Lessons from Optimizing 1,000 Websites - on YouTube, Spotify, Apple 
My Disgustingly Simple 2025 Marketing Hack - on YouTube, Spotify, or Apple

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🚀 This Week’s Growth Hack:

Everyone knows Slack as the ultimate workplace communication tool. But what most people don’t realize? Their biggest challenge wasn’t getting users, it was getting them to pay.

Slack’s free tier was already so good that most teams never felt the need to upgrade. And when the company started preparing for an IPO, the monetization team had to figure out how to accelerate revenue revenue growth… without scaring away their loyal (but non-paying) users.

Their solution? A bold shift from freemium to free-trial.

And it worked.

Here’s how Slack transformed its monetization playbook… and how you can apply the same principles to your business regardless your product or service.

🙅🏻‍♀️ “Freemium” Isn’t a Business Model, It’s a Marketing Strategy

For years, Slack thrived on a freemium model: let teams use the product for free, then nudge them toward upgrading when they hit certain limits (like message history caps).

But there was a problem: free was too good. Users weren’t upgrading because they didn’t have to.

So instead of waiting for users to maybe pay one day, Slack flipped the script: Auto-enrolled free trials.

Instead of nudging free users toward an upgrade, they dropped them directly into a 30-day free trial of the paid version giving them full access to premium features upfront.

💡 Takeaway 1: Loss aversion works better than pitching. At the end of the free trial, users didn’t want to lose what they had. And that “I don’t want to lose what I have” was way stronger than a few marketing emails saying here’s why you should upgrade.

The bottom line result?
A 20% increase in paid teams in the first year.

That’s the difference between hoping users choose to upgrade… and showing them why they should.

🚀 Growth Hack #1: Free Trial ≠ Freemium

Most companies assume that offering a free trial is the same thing as having a freemium product. It’s not.

Here’s the key difference:

• Freemium = Free forever, but limited.
  → Users get value, but might not feel enough urgency to upgrade.

• Free Trial = Full access, but temporary.
  → Users experience the premium product first-hand, making it harder to go back.

Slack realized that free trials create a psychological shift. Once users experience the full product, they don’t want to lose it. That’s why this worked.

What you can do: If your free plan is keeping people from upgrading, consider a time-limited free trial instead.

🎯 Growth Hack #2: Pricing Page Psychology

Slack didn’t just change the free trial structure, they also optimized how users saw pricing.

One surprising lesson:
Highlighting the middle pricing tier as “Most Popular” actually hurt conversions.

Here’s why:

• More users chose the middle tier, skipping both the free plan and the premium tier.

• Sales teams found it harder to upsell to the highest-paid plan.

• It unintentionally cannibalized revenue.

Slack fixed this by focusing on clearly articulating the benefits of each plan instead of just nudging users toward the middle option.

How can you use this?

• Don’t just push people toward the middle-tier plan, clearly communicate why each tier exists and WHO each tier is best for.

• Run A/B tests on how you position your pricing page. Small changes can mean huge revenue shifts.

📧 Growth Hack #3: The Underrated Power of Email

Slack built its brand as an email killer, but guess what? Email became one of their biggest monetization channels.

They used email to:
✔️ Educate users on premium features
✔️ Remind trial users when their free period was ending
✔️ Reinforce why the paid version was worth it

Instead of interrupting users in the app with aggressive upgrade prompts, they let email remind people to punch in their credit card before the end of the free trial so they don’t lose the premium feature.

What you can do:

• Don’t sleep on email, even if your product isn’t email-focused.

• Use email as a teaching tool, not just a sales tool. Educate new customers or leads you just booked calls with on why they should purchase your product or service.

• Make your trial expiration emails unmissable, show users what they’ll lose if they don’t upgrade.

📊 Growth Hack #4: A Unified Growth Metric

At Slack, monetization wasn’t just a product problem, it was a team problem.

Instead of having separate KPIs for product and marketing, Slack’s growth team aligned on one shared goal:

💰 Increase the number of paying teams each quarter.

That meant:

• Product optimized the in-app experience.

• Marketing educated users on premium features.

• Sales worked on strategic upsells.

This alignment made every team accountable for revenue growth, not just the pricing team.

🔥 Takeaways You Can Steal Today

1️⃣ If users don’t feel a need to upgrade, free trials can create urgency. (Even you if you are a marketing agency trying to upsell clients on a new service, give them a free trial… crush it for them, and then they won’t want to go back)
2️⃣ Your pricing page can make or break conversions so test different layouts and messaging.
3️⃣ Email is an underrated monetization tool. Use it wisely.
4️⃣ Align product, marketing, and sales on a shared growth metric.

Which of these Growth Hacks are you going to steal from Slack this week?

(the source & inspot for this post is here)

Here are 4 ways I can help you:​

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That’s it for this week!

Talk soon,
Marketing Max
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Thanks for being a part of my journey :)

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