InsuranceCMO.aiFree 5-Day Live Challenge — September 14–18

Five Days of Free Training: Build Your "Playground" to Generate More Leads, Increase Retention and Get Referrals

Build A Real System for Leads, Retention, and Referrals in 5 Days with Four of the Best Insurance Marketers

For 5 days, I'm opening the doors to everything I use to help insurance agents stop chasing leads and start building an agency that grows itself — new clients coming in, old clients staying longer, and both of them sending you referrals without you having to ask. It's live. It's free. And I've got some friends joining me who don't usually show up to things like this.

SAVE MY SEAT — IT'S FREE
  • 📅 September 14–18, 2026
  • 🕐 1 hour a day
  • 💻 100% online, from wherever you are
  • 🎥 Can't make it live? Every session is recorded so you can watch the replay

Save your free seat

September 14–18, 2026 · 1 hour a day · 100% online

Here's the truth about most insurance agencies...

Can I be honest with you for a second? Most insurance agents are running their business like an assembly line. One door in. One way to get leads. And when that one lead source slows down — the ads get expensive, the referrals dry up, the market shifts — the whole business slows down with it. You feel it in your stomach before you even look at the numbers.

I used to watch agents grind themselves into the ground chasing the next lead, the next lead, the next lead... while the clients they already had — the ones sitting right there in their CRM — never heard from them again after the sale. That's not a lead problem. That's a Playground problem.

A real business — a healthy one — doesn't have one door. It has several. People come in different ways, they stick around because you actually take care of them, and they bring their friends because you gave them a reason to.

That's what I want to show you. Live. For free. Over 5 days. I'm calling it The Insurance Playground Challenge, and I'd love for you to come play.

COUNT ME IN — I WANT TO PLAY

Here's exactly what we're covering, day by day. Nothing held back.

  1. Day 1Monday, Sept 14

    Open Your First New Door

    We're kicking things off by tearing down the assembly-line way of running an agency, and I'm going to walk you through opening a brand-new way for leads to find you — live, on the call, so you leave Day 1 with something new already in motion.

  2. Day 2Tuesday, Sept 15

    Content & Social Systems That Actually Bring In Business

    My friends David & Elle Denning are joining me for this one. They live and breathe content and social systems, and they're going to show you how to turn what you post into an actual, repeatable entry point for new clients — not just likes and comments.

  3. Day 3Wednesday, Sept 16

    Build Your Own Lead System, Live

    Shauna Thoresen is joining me to run a hands-on lead system lab. We're not just talking theory on this one — you're going to leave Day 3 with your own lead system mapped out and ready to run.

  4. Day 4Thursday, Sept 17

    Stop Losing the Clients You Already Have

    This is the day most agents skip — and it's the one that changes everything. I'm showing you how to automate the follow-up, the check-ins, and the little moments that make clients stay for years instead of shopping you at renewal.

  5. Day 5Friday, Sept 18

    Turn Clients Into Referrals — And Your Big Week-One Win

    I'm teaching you how to turn your existing book of business into a referral engine — the exact way to ask, when to ask, and how to make it automatic. Then Shauna joins me for a special live Q&A to answer whatever's still in your way, and I'll pull the whole week together into the roadmap you keep long after the Challenge ends.

Here's the part I'm actually most excited about.

You're not just getting me for 5 days. You're getting to hang out with three people who don't usually teach for free.

Alex Branning

The Insurance Playground

I'll be with you every single day, teaching the core framework and pulling everything together.

David & Elle Denning

Jumpstart Go

Content and social systems experts, joining us Day 2.

Shauna Thoresen

Social Wave Media

Lead systems strategist, joining us Day 3 and for a special live Q&A on Day 5.

Normally, getting time with all three of us would cost you something. This week, it's free. All you have to do is show up.

Okay, let's talk about the fun part.

Every single day, everyone who attends live walks away with a prize. Not a raffle. Not "maybe." Show up live, get a prize. It's automatic.

And on Day 5, we're going big. We're giving away:

  • 🎁 Multiple gift cards
  • 🎯 Exclusive one-on-one coaching opportunities with our team

Show up live all week, and Friday's the day it really pays off.

Can't make every session live? No worries — every day is recorded, so you can go back and re-watch anything you missed. But the prizes are reserved for the people in the room live, so I'd hate for you to miss out on those.

CLAIM MY SEAT — I WANT IN ON THE PRIZES

Get in on the prizes

Show up live, walk away with something. Register free below.

The Bonus — Your Action Plan, Every Single Day

Here's something we don't do at most free events.

After every single day of the Challenge, I'm sending you a set of ready-to-use ChatGPT prompts built specifically around that day's training — so you're not left wondering "okay, now what do I actually do with this?" You'll be able to plug them straight into ChatGPT and start taking action within minutes of the call ending. No guessing. No blank page. Just open, paste, go.

That's 5 days of training and 5 days of done-for-you prompts to actually put it to work.

Why I'm Doing This for Free

I'm not going to pretend there's no offer at the end of the week. There is — on Day 5, I'll open the door to something for agents who want to keep going with us. No pressure, no hard pitch, just an option if it's a fit.

But the training itself? The systems, the frameworks, the live Q&A, the daily prizes, the ChatGPT prompts, time with David, Elle, and Shauna? All of that is yours whether you ever buy anything from me or not.

You've got two ways this goes.

You keep running the assembly line — one lead source, one door, hoping it holds up. Or you spend 5 days with me, building an agency with multiple doors, clients who stick around, and referrals that show up without you chasing them. I'll see you in the Playground.

YES — SAVE MY FREE SEAT NOW
  • 📅 September 14–18, 2026
  • 1 hour a day
  • 100% free
  • A prize for everyone who shows up live
  • Replays available if you miss a session

Save my free seat

First name, email, phone — that's all it takes.

— Alex

P.S. — Show up live any day and you walk away with a prize, guaranteed. Show up live on Friday and you're in on the biggest giveaways of the week — multiple gift cards and exclusive 1:1 coaching opportunities. Can't catch every session live? We've got you covered with replays. But you'll want to be there in person for the prizes. Save your seat now — I'll see you on the 14th.