podcast ·Nov 05, 2026

The Insurance Agency Running TV Ads on Hulu | Aaron Jensen

Aaron Jensen got chased off a dirt road by a pit bull while knocking on doors. Three pit bulls, actually. Baby one was fine, Mama was fine, then Dad came out, and that was that.

Key Takeaways

Aaron runs TV commercials on Hulu and Amazon Prime, the phone rings, and his agents talk to about 10 hyperinterested people a day.
You can target streaming TV ads by interest, age and income the same way you'd target on Meta, and Aaron says it beats Meta for fine-tuning who sees them.
When you disposition every single lead, AI workflows can send follow-up built around the exact objection that person gave you.
92% of insurance agents wash out in year one, and Aaron thinks it's because everybody gets sold the dream of doing it their own way.
Drewbie and Aaron both started in insurance and landed on the same answer: get freakishly organized, then go work.

Three years of door-to-door later, he took his sales skills online, became the first employee at a two-partner marketing company, and ended up a one-third owner of a shop that signed over 10,000 clients onto GoHighLevel. Top three providers on the planet. Seven-figure exit, $20 million in revenue.

Then he went and built an insurance agency. Which, as Drewbie puts it, is one of the least sexy things on earth.

Here's the part worth your time… Aaron's agents aren't doing 200 to 400 dials a day. He runs TV commercials on Hulu and Amazon Prime, the phone rings, and his people talk to about 10 hyperinterested humans daily. Old-school channel, new-school targeting. You can aim for streaming ads by interest, age, and income the same way you aim for Meta.

Drewbie and Aaron both cut their teeth in insurance, and they both landed on the same answer: get freakishly organized, then go work. 92% of insurance agents wash out in year one, and Aaron thinks it's because everybody gets sold the dream of doing it their own way.

If you've ever been handed 500 printed pages of Excel leads and told to start dialing, this one's going to hit.

In This Episode You'll Learn

☛ How Aaron targets streaming TV ads by interest, age, and income level, and why he says it beats Meta for fine-tuning who sees it
☛ Why do his agents talk to 10 interested people a day instead of running 200 to 400 dials?
☛ What dispositioning every single lead does for your follow-up, and how AI workflows fire off the objection someone gave you
☛ The reason 92% of first-year insurance agents don't make it, from a guy recruiting them right now
☛ Why experienced agents on aggressive comp plans take a pay cut to come work in his system
☛ How Aaron built the same plug-in-and-go structure that let his marketing company onboard 10,000 GoHighLevel clients
☛ Drewbie's take on why generating your own leads is permission to write your own paycheck

Find Aaron

Instagram: https://www.instagram.com/aaronjensenx/
LinkedIn: https://www.linkedin.com/in/aaron-jensen101/
Website: https://www.climbwithridgewell.com/

Call The Damn Leads

"By sales professionals, for sales professionals."
Each week, I bring you humor, real-world stories, and powerful strategies to help you excel in your sales career.

Expect a wild mix of:
☛ Real Sales Stories: Tales that entertain and inspire
☛ Proven Tactics: Practical tips for boosting your sales game
☛ Humor and Energy: Fun takes on the ups and downs of sales life
☛ Expert Advice: Learn from seasoned pros across different fields
Whether you're in sales, an entrepreneur, or just looking to grow your business skills, don't miss out.

👉 Want to be a guest?
https://callthedamnleads.com/pages/podcast

Follow Drewbie:
Facebook – https://www.facebook.com/drewbierides
Instagram – https://www.instagram.com/callthedamnleads

More on this: Nataly Huff on fixing your sales by fixing your system. New here? Start with what Call The Damn Leads is.

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Frequently Asked Questions

How does Aaron Jensen use streaming TV ads to get insurance leads?

Aaron runs TV commercials on Hulu and Amazon Prime. The ad tells people to call in for help from a licensed agent, the call hits a hotline, and one of his agents picks it up. He says it's a lot like Meta: you build the ad, then target by interest, age and even income level. In his words, "I think it's old school and new school at the same time." AI call reviews and automation handle what happens after someone calls.

Why do Aaron's agents take 10 calls a day instead of making 200 to 400 dials?

Aaron gives outbound credit for being cost effective. But he's watching it get harder in 2026, with more rules on cold calling plus spam and AI filters on the phones. So his team works inbound, and they're "laser focused on talking to 10 hyper interested people every single day. And then just nailing those follow ups." My take on the show was simple: you should be calling the right leads and having the right conversation with the right people.

Why does Aaron Jensen say 92% of insurance agents don't make it through year one?

He thinks new agents get sold the dream of freedom and doing things their own way. His words: "But that's why everybody fails is because they're not following a proven process." So he built an agency where agents plug into something that already works. They focus on what matters most, "which is just taking calls, talking to people, and closing deals," and his team handles the rest. He says experienced agents on aggressive comp plans take a pay cut to join because it's that organized.

What does dispositioning every lead do for your follow-up?

Aaron's team dispositions every lead that comes in. They mark down exactly what the objection was and why the person didn't buy, and then workflows, automations and AI follow-ups go out based on that disposition. That's how a lead gets what he calls "basically one-on-one attention, but at scale." It ties back to the one piece of advice he says clients underestimate, whatever they paid him: plan thoroughly for every scenario, then go execute the hell out of it.