We cover all things AI and technology for the insurance industry.
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From professional insurance websites, custom AI raters, to local SEO optimization, we provide comprehensive digital services that help agencies capture more leads.
Compete with big insurers through digital presence 74% of insurance consumers research policies online. We help independent agencies appear in local searches and provide helpful content to win those leads.
https://tomorrowatetoday.com/jude
Progressive Insurance began in 1937 when Joseph Lewis and Jack Green set out to insure drivers that other companies ignored. From the start, the company built its edge through innovation: drive-in claims centers, safe-driver discounts, and later, online rate comparisons that made pricing transparent. Under Peter Lewis’s leadership, Progressive doubled down on experimentation, technology, and bold marketing, eventually introducing telematics and the well-known “Snapshot” program.
Today, Progressive is the third-largest auto insurer in the U.S., consistently profitable, and admired for staying ahead of industry trends. Its story shows how serving overlooked customers, embracing transparency, and fostering a culture of innovation can turn a niche player into a market leader.
Independent agents need ways to grow revenue without adding complexity. That’s what SmallGiant (https://www.smallgiantins.com) delivers. It’s not insurance—it’s a membership you can offer your clients that covers towing, rental cars, and glass repairs outside the insurance system. Your clients stay protected, their records stay clean, and you get 100% of the first month’s commission plus ongoing revenue. No quotas, no extra paperwork—just a simple way to add value for clients and income for your agency.
4 Sept 2025
SmallGiant | Ep #24
Most drivers don’t realize that the smallest auto insurance claims can have the biggest impact on their premiums. A $200 tow, a rental car after an accident, or even a chipped windshield may seem minor — but when filed through your insurance, these “little” claims often get logged just like major accidents. That can push your premiums up by hundreds of dollars a year for several years, or even trigger non-renewal.
SmallGiant was created by independent insurance agents to solve this problem. Instead of running minor claims through your auto policy, SmallGiant is a low-cost membership that covers: Rental reimbursement up to $60/day, Towing & roadside reimbursement up to $120 per incident and Glass/window repair up to $300 on the premier plan.
When a member needs a tow, rental, or glass repair, SmallGiant reimburses the expense quickly and directly — keeping the incident off the insurance record. This protects the driver’s claims-free status and helps prevent premium surcharges that typically add $1,000 to $1,500 over three years.
For agents, SmallGiant provides a unique advantage: it safeguards clients from small claims rate hikes, improves retention, creates a new commission stream, and even allows agents to quote lower base premiums by removing carrier add-ons. (https://www.smallgiantins.com)
Agents receive 100% of the 1st months commissions, where something like AAA pays agents nothing.
In short: SmallGiant fills the gaps that cost drivers the most — not in the repair shop, but at renewal time.
20 Aug 2025
Revolutionizing Life Insurance: The Rise and Fall of DeadHappy | Ep #23
This episode tells the full rise-and-fall story of DeadHappy, the UK insurtech that set out to make life insurance bold, simple, and even fun. Founded in 2017 by Phil Zeidler and Andy Knott—both shaped by personal experiences with mortality—DeadHappy disrupted the market with its “Deathwish” concept, a short four-question application, and cheeky branding.
The company grew quickly, reaching 25,000 active policies and £2.5 million in revenue by 2023, earning praise for its speed, affordability, and irreverent tone. But its boundary-pushing marketing—including a controversial ad featuring serial killer Harold Shipman—sparked regulatory backlash. In 2024, its sole underwriting partner withdrew support, forcing the company into administration.
While the DeadHappy brand died, its tech platform lived on—acquired by Octopus Legacy to power new life and estate-planning products. The story offers a cautionary lesson: innovation can shake up even the oldest industries, but in regulated markets, brand trust is as vital as product design.
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Agents get paid for rental reimbursement/window/towing
Try SmallGiant (https://www.smallgiantins.com)
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