Want to turn your webinars into sales machines? You’re in the right place.

Jason Fladlien – one of the most successful webinar experts in the world – sat down with Kennedy to break down what’s working right now in the world of webinars.

From crafting irresistible offers to nailing the perfect pitch, Jason shares the insider secrets that have generated over a quarter billion dollars in webinar sales.

If you’ve ever wondered why some webinars flop while others create massive sales surges, keep reading. Jason is about to pull back the curtain on what actually works today.

Want to get more sales from your email marketing?

Before we get started with today’s episode, we’ve put a little something together for you.

It's really cool and it's FREE (yes, it's cool and free – we're nice like that). We all know that subject lines are important to get right and are a leading measure of your open and click rates – but writing them can be a challenge.

That's why Kennedy has spent months training an AI to write powerful subject lines that is beating top copywriters' subject lines 80% of the time in A/B tests – and you can get access to it here.

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Why Webinars Still Work (Even in 2025)

You might have heard people say webinars are dead. But according to Jason, that couldn’t be further from the truth.

“An email list and a webinar are my go-to in almost every market for the best way to make money,” he says.

Webinars keep reinventing themselves. Whether you call them masterclasses, challenges, or workshops, they’re still a powerful conversion tool. Why? Because they let your audience experience what it’s like to work with you before they ever pay a dime.

Think about it: Most sales tactics ask people to pay first, then see the value. Webinars flip that script—they show value upfront, making the buying decision a no-brainer.

Live vs. Automated Webinars: What Works Best?

This is a huge debate in the marketing world. Should you do live webinars or use an automated (evergreen) system to sell on autopilot?

Jason’s take? It depends on your business.

🔹 Live Webinars Work Best When:

• You have an engaged audience and enjoy real-time interaction.
• You’re still testing your messaging and need feedback.
• Your offer is high-ticket and requires a personal touch.

🔹 Automated Webinars Work Best When:

• You’re running paid ads and need conversions at scale.
• You have a proven webinar that already converts well.
• Your offer is lower-ticket (typically under $300).

Jason personally prefers live webinars because they allow for flexibility and real-time adjustments. But he acknowledges that automated webinars can work if done right—especially for paid traffic.

The #1 Mistake People Make When Creating a Webinar

Most people start in the wrong place when creating their webinar.

They focus on content first – but that’s backward. Jason’s golden rule: Start with the offer.

🔑 “The offer is the ingredient that makes or breaks your webinar,” Jason says.

You can have the most engaging webinar in the world, but if your offer isn’t irresistible, nobody will buy.

Here’s how Jason builds an offer that converts:

1. Find the pain point – What problem is your audience desperate to solve?
2. Make the solution obvious – Your product/service should feel like the only logical choice.
3. Make it more expensive NOT to buy – The cost of inaction should feel higher than the cost of your offer.

Example: You could walk from New York to Los Angeles for free. But would you? No! It would take forever, and you'd destroy your shoes along the way. Buying a plane ticket (even though it costs more upfront) is actually the cheaper and smarter choice.

Your offer should feel just as obvious.

How to Sell Without Feeling Salesy

Ever feel awkward when transitioning from teaching to selling? Jason has the fix.

Most people bury the price at the end, but Jason does the opposite:

✅ State the price early – This removes the “sticker shock” later.
✅ Sell through the bonuses – Make the bonuses so valuable that the main offer feels like a no-brainer.
✅ Address objections before they come up – People hesitate when they have unanswered concerns. Handle those upfront.

💡 Pro tip: If you feel uncomfortable selling, just say so! Jason suggests addressing it head-on:

👉 “I'm about to do something that makes me uncomfortable—I’m going to sell you something. But I believe it’s the best thing you could buy. So bear with me, and let me tell you about it.”

This disarms the audience and makes them more receptive.

The Secret Weapon: Bonuses That Sell for You

Want to skyrocket conversions? Jason says the secret is in the bonuses.

Most marketers try to justify the price of their offer. Instead, Jason stacks the value.

Here’s how he does it:

1. Make the bonuses more valuable than the product itself.
   • Example: Instead of selling software, give it away as a bonus when they buy your course.
2. Use multiple modalities.
   • Mix in different types of bonuses—templates, coaching, software, done-for-you services.
3. Offer exclusive items that can’t be bought elsewhere.
   • People crave what they can’t have. If your bonus isn’t available for purchase separately, it feels more valuable.

Case Study: ClickFunnels
Russell Brunson used Jason’s strategy to explode ClickFunnels’ growth. Instead of selling software, he gave away 12 months free as a bonus when people bought his $1,000 course.

Suddenly, buying the course felt like a steal—because it included $3,600 worth of software for free.

The Best Way to Fill Your Webinar (Even If You Have No Audience)

No audience? No problem.

Jason’s fastest way to get attendees is by leveraging other people’s audiences.

🔹 Find someone with an engaged audience that aligns with your offer.
🔹 Offer them a win-win deal: “I’ll do all the work, and we’ll split the profits.”
🔹 Deliver insane value so their audience sees you as an expert.

💡 Why this works:
Instead of spending months building your own audience, you tap into an existing one. This is the shortcut to making webinars profitable fast.

Final Thoughts: The Webinar Formula That Works

If you take away one thing from Jason’s insights, it’s this:

🔹 Start with the offer. Don’t create the webinar first – craft an irresistible offer.
🔹 Sell through bonuses. Make your bonuses so valuable that NOT buying feels like a mistake.
🔹 Don’t be afraid to sell. People want solutions – help them see why your offer is the answer.
🔹 Leverage other people's audiences. Partner with people who already have your dream clients.

Webinars aren’t dead. Bad webinars are.

With Jason’s battle-tested formula, you’ll create a webinar that attracts the right audience, delivers value, and converts like crazy.

🚀 Want more strategies like this? Grab Jason’s book One to Many on Amazon – it’s packed with even more webinar secrets!

🎯 Subject Line of the Week!

Every week, we highlight a killer email subject line that grabs attention and gets opens like crazy.

This week’s winner is: “Wait… did you mean to do that?”

Why does this work?
✅ Curiosity overload – The reader has to open to find out what they did.
✅ Feels personal – It sounds like an inside joke or a mistake they made.
✅ Creates urgency – Nobody wants to ignore something they may have messed up.

How can you use this?
Try it in a sales email, a webinar reminder, or even a re-engagement campaign.

Got a subject line that crushed it? Let us know, and we might feature yours next! 🎤

Related episodes

3 Buyer Triggers You’re Ignoring (And How They’re Killing Your Sales!)

How to Use ‘Memory Craving’ to Make Your Offers Irresistible

[CASE STUDY] From Email Burnout to 10X Sales: How Karishma Transformed Her Marketing in Record Time

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Want more? Let's say you're a course creator, membership site owner, coach, author, or expert and want to learn about the ethical psychology-based email marketing that turns 60-80% more of your newsletter subscribers into customers (within 60 days).

If that's you, then The Email Hero Blueprint is for you.

This is hands down the most predictable, plug-and-play way to double your earnings per email subscriber. It allows you to generate a consistent sales flow without launching another product, service, or offer. Best news yet? You won't have to rely on copywriting, slimy persuasion, NLP, or ‘better' subject lines.

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