· HOSTED BY JAY SCHWEDELSON

Fill the seats.
Land the sponsors.
Create events people
can't stop talking about.

A 6-month mastermind for event marketers who are tired of figuring it out all alone.

Apply to Join → See what's inside

The Reality

You already know the
playbook is broken.

01

You're guessing, not testing.

Every year it's the same registration strategy, the same email cadence, the same sponsor deck. And every year you're white-knuckling it to hit your numbers.

02

You're figuring it out alone.

Nobody on your team has time to rethink the approach. Nobody at the conference is sharing what's actually working. You're making big-budget decisions in a vacuum.

03

Your events feel the same every year.

Same format, same speakers, same lull in the afternoon. Attendees notice. So do the sponsors deciding whether to come back.

04

You can't afford for the next one to flop.

There's millions of dollars on the line. Sponsors are watching. Leadership is watching. And you're the one who has to pull it off.

None of this means you're bad at your job. It means you've never had the right room — until now.

Jay Schwedelson taking a selfie with a huge crowd at an event

Why I'm building this

One idea in the
right room changed
everything.

I walked into a mastermind for the first time and the light bulb went off. In one conversation I saw things I'd been doing the hard way for 28 years.

28 years. That's how long I'd been grinding out events on instinct, when the answer was sitting in a room I'd never been invited into.

So I've built that room for event marketers. Because a single idea can be the difference between an event that's a success and one that flops. This room is where those ideas live.

— Jay

The Eventastic Insiders

The most exclusive group in
event marketing. Period.

50 members, max Application only Curated room Guided by Jay

50 of the world's best event marketers. Application only. Hand-curated so the room is full of people operating at your level — and guided every step by Jay.

When you put fifty of the sharpest people in one industry in a single room, you don't just get advice — you tap into collective wisdom that compounds for years.

Apply to Join →

Everything you get

What's included

You get the full stack from day one.

◆

The In-Person Gathering: 2.5 Days in Boca Raton, FL

2.5 days in Boca Raton, FL designed to create the clarity, strategy, and momentum you can't get on a Zoom call. Working sessions with Jay and guest experts, hot seats, peer problem-solving, and connection with your trusted circle.

$35,000 value
◷

6 Monthly Virtual Calls with Jay & His Team

Live virtual, interactive deep-dives on the stuff that actually moves the needle. Registration strategy, sponsor positioning, event design, and the roadblocks standing between you and your best event yet.

$15,000 value
◖

Private Community

Members-only channel for gut checks, wins, and the questions you can't ask anywhere else. Ask something at 9 AM, have 5 answers by lunch — from people who actually get what you're dealing with.

$6,000 value
▤

The Registration Playbook

The exact system for filling seats. Repeatable, testable, and proven.

$3,000 value
▥

The Sponsor Pitch Playbook

Land bigger sponsors at higher numbers, without the grind of cold pitching.

$3,000 value
▦

The Returning Attendees Playbook

Turn one-time attendees into a base that comes back every single year.

$3,000 value
▧

The Event Design Playbook

Build an experience people can't stop talking about, from start to finish.

$3,000 value
✦

AI-Powered Marketing Tools

Event scorecard, sponsor-pitch builder, and hook generator — built for events.

$7,200 value
★
Bonus · First 10 only

Two 1:1 Calls With Jay

The first 10 members get two private working sessions with Jay. One-on-one.

$18,000 value
Total value $93,200
Your investment $20,000
Apply to Join →

Run the numbers

How this pays
for itself.

40

new registrants on a $500 ticket covers it

14

new registrants on a $1,500 ticket covers it

1

new sponsor and you're already ahead

If you're in a room with 50 of the world's top event marketers, do you think you'd walk away with one idea that brings in 14 new registrants?
Duh.
And you won't leave with one idea. You'll leave with hundreds.

The bigger upside

  • Filling your exhibitor hall months earlier
  • Charging exhibitors more because your numbers back it up
  • Launching premium add-ons that sell out fast
  • Creating sponsorships partners pitch themselves
  • Turning one event into year-round revenue
  • Building the waitlist most event marketers only dream of

The Eventastic Insiders
is a $20,000 investment.

For the people in this room, the more expensive decision is staying on the same strategy treadmill as everyone else.

Apply Now →

The honest filter

Is this for you?

Perfect for you if you:

  • Own real outcomes for an event: registrations, revenue, or both
  • Are done guessing and want a tested system to run
  • Are tired of recycling the same strategy and hoping for different results
  • Want a room of peers who actually get the work
  • Want to bring fresh energy and ideas back to your events!
  • Will show up, share openly, and do the reps

Not a fit if you:

  • Are looking for only quick hacks instead of a system
  • Need step-by-step beginner guidance on how to run an event
  • Won't make time for the calls or the gathering
  • Think you've already got it all figured out
  • Want to take from the room without giving back
  • Are not in a position to actually implement what you learn

Meet your
mastermind host.

I'm Jay. I've spent 28 years in the trenches of events and marketing — building, testing, breaking, and rebuilding the playbooks that actually move registration and revenue.

I run GURU Media Hub, home to some of the largest marketing events in the world, where we pull in over 50,000 attendees per year. (And one of my events, GURU Conference, was just acquired by Constant Contact, which was pretty cool!)

And brands like SAP, HubSpot, Spotify, NRF, AICPA, and Google all bring me in to help their teams figure out what's actually working.

More importantly, I've sat where you sit now: staring at a half-full room 3 weeks out, sweating a sponsor who's gone quiet, and wondering if this year's event will land. I've built the systems that fixed it, and now I want to put them in your hands.

Apply to Join →
Jay Schwedelson smiling, with a city skyline at night behind him

The application

50 spots. 1 room.
Here's how to get in.

Every application is read by our team. We're not looking for the biggest title or the biggest budget. We're looking for the right people for this room. Here's how it works:

1

Complete the application

A few focused questions about you, your events, and where you're headed.

2

Our team reviews for alignment

We make sure the room is right for you — and you're right for the room.

3

We schedule a conversation

If there's a fit, we hop on a call to talk through goals and answer questions.

4

You receive an invitation

Accept your spot and you're officially an Eventastic Insider.

Apply to Join →

Before you apply

FAQS

Your membership covers the full program and the in-person gathering itself. Travel and lodging to Boca Raton are not included. We'll share recommended hotels and logistics well in advance so it's easy to plan.

That depends on what you put in! But members come to fill more seats, land bigger sponsors, and build events people return to. Most members tell us a single idea from the room more than covered their investment.

One monthly virtual call, the always-on Voxer community at your own pace, and the 2.5-day gathering once during the program. It's built for busy operators, so high impact, no busywork.

Membership is individual so the room stays curated at 50. If you'd like to bring a teammate, reach out during your application conversation and we'll talk through options.

The gathering is the heart of the experience, so we strongly encourage you to attend. If you have to miss it, you'll still have monthly calls, Voxer, and every playbook — but plan to be in Boca if you can.

You apply, our team reviews for alignment, and if there's a fit we schedule a conversation. From there, qualified applicants receive an invitation to join. Spots are limited to 50, so we move quickly!