Six Creative Ways You Can Book More Gigs in 2025

You could keep cold emailing event organizers and hoping for the best…

Or, you could use smarter strategies that attract the right people to you.

Here are 6 creative ways to get booked more often (and at higher fees):

1. The Trojan Horse Course

Instead of only pitching event planners, create a low-ticket course ($47-$97) that explores one of your keynote's key points.

They buy the course → See your expertise in action → Invite you to speak.

(make sure to add a “Want me to speak at your organization? Book me now” call to action inside the course)

2. Lose the Website—Go All In on One-Page Landers

Most speaker websites are terrible.

They are generic, cluttered, and worst of all… they don’t sell.

Instead, create one killer sales letter per keynote.

Each page should do ONE job:

Make event organizers think, “We NEED this speaker at our event.”

Simple, clear, and conversion-focused.

3. A Daily Email (Yes, Daily)

Most speakers struggle to stay top-of-mind.

The solution? Email your list daily.

It builds trust, positions you as an authority, and when someone finally needs a speaker…

Guess who they think of first?

You.

3. Dean Jackson’s Super Signature

Speaking of daily emails.

Most emails end with:
“Let me know if you’re interested.”
“Buy it (my course) here”

Or some other boring call to action.

Instead, use Dean Jackson’s Super Signature:

"Whenever you’re ready, here are three ways I can help you:
1️⃣ Book me for your next event. [Link]
2️⃣ Grab my free [lead magnet] on [your topic]. [Link]
3️⃣ Join my private training on [specific problem you solve]. [Link]"*

Present 3 to 5 offers at the end of the email. (Don’t overdo it though).

5. Podcast Guesting (But With a Twist)

Forget starting a podcast. It’s a full-time job.

Instead, be a guest on 20 podcasts this year.

Find industry-specific podcasts your ideal clients listen to.

Then, in every episode, mention you’re a speaker and share a few client-transformation stories.

It’s free marketing + instant credibility.

6. The “Close from Stage” Secret

If you speak for free (or low fees), you usually can and should sell on stage.

Make an irresistible offer at the end of the keynote.

Not just a generic “buy my course” offer.

But something like:

"If your company wants to implement [topic], I do private training.
I’ll take 3 clients from this event at a special discount.
If you want in, meet me at the back or scan this QR code."

Instant revenue.

Listen…

Most speakers struggle because they only focus on one way to get booked.

But the top-paid speakers?

They use multiple strategies at once.

If you want my help building your inbound speaking machine, hit reply with the word “GIGS” and I’ll send you a link to book a free consultation.

Let’s get you booked & paid.