Goosehead Insurance - Jay Olson

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Goosehead Insurance - Jay Olson Goosehead Insurance - Jay Olson
Agency Owner - Jay Olson
Direct Phone Number - 281.402.8175

Jay Olson is the owner of a Goosehead Insurance franchise located in Sugar Land, TX. Jay and his team have over 40 years in the insurance industry and work with the top rated local and national insurance companies to find the best coverage at the best price for their clients. Jay spent 13 years as an actuary, building insurance products and set the pricing policy for the insurance companies. With this in-depth knowledge of the products and industry, Jay is able to provide key insight to his customers to make sure they know what is really important in their policies and where the best “bang for the buck” is. Jay is a native Houstonian, graduated with a math and finance degree from UT, and was a top 1% agent with Farmers Insurance before teaming up with Goosehead. In his spare time, he enjoys skiing, SCUBA diving, and spending time with his wife Rebecca and 7 year old son Matthew. Jay and his team look forward to providing you peace of mind by being your personal insurance expert.

✅ Referral partner relationship ✅ Home & auto (our favorite duo) ✅ Shopped for (big) savings ✅ Clarity and transparency ...
10/16/2026

✅ Referral partner relationship
✅ Home & auto (our favorite duo)
✅ Shopped for (big) savings
✅ Clarity and transparency

That's the Goosehead way.

We wouldn’t typically encourage ghosting... but we’d like to see these bad insurance habits disappear 👻
10/14/2026

We wouldn’t typically encourage ghosting... but we’d like to see these bad insurance habits disappear 👻

You could say we’ve earned our letters in coverage. More options, expert guidance, and a team that knows how to put both...
10/12/2026

You could say we’ve earned our letters in coverage.

More options, expert guidance, and a team that knows how to put both to work for you.

10/09/2026

You know your home is covered. But what about where you’d stay if you couldn’t live in it?!

We’re here if things go wrong, but we’d rather they didn’t.  If any of these everyday habits feel a little too familiar,...
10/08/2026

We’re here if things go wrong, but we’d rather they didn’t.

If any of these everyday habits feel a little too familiar, consider this your reminder to do a quick lap around the house and make sure you’re in the clear.

Making sure you're covered is no game to us.  Whether you have an Ocean Outlook or a Ready-Made Retreat, we'll shop doze...
10/06/2026

Making sure you're covered is no game to us.

Whether you have an Ocean Outlook or a Ready-Made Retreat, we'll shop dozens of options and find the best fit for you. 😉

Great service is rarely one big moment. It's a hundred small ones.  This week, we're celebrating our Service Team, the p...
10/05/2026

Great service is rarely one big moment. It's a hundred small ones.

This week, we're celebrating our Service Team, the people who make those moments count for our clients. You're the ones who solve problems, who show up with patience when people need it most, and who are dedicated to helping others day in and day out.

Thank you for being the backbone of what we do and why thousands of clients choose Goosehead.

Putting this as simply as we can… (like how we break down your insurance for you) Like what you see? Let’s find coverage...
10/01/2026

Putting this as simply as we can… (like how we break down your insurance for you)

Like what you see? Let’s find coverage you love: https://bit.ly/4dcScXj

Good neighbors care for what matters to you and invest in the places they belong, and that's something we pride ourselve...
09/28/2026

Good neighbors care for what matters to you and invest in the places they belong, and that's something we pride ourselves in.

Across the country, our agency partners and offices show up for causes that strengthen their neighborhoods, support local families, and help their neighbors protect what matters most.

Because we don’t just do business in our communities. We’re part of them. 🪿

09/25/2026

So, what actually happens to your policy after you file a claim? 👀

There’s no one-size-fits-all answer. Some claims may have little to no impact. Others could affect your premium at renewal depending on the type of claim, fault, your claims history, and your carrier’s guidelines.

Don’t let the fear of a rate change keep you from using your insurance when you need it. Filing a claim should come down to what makes the most sense for your situation.

05/01/2026

☔ Rain or shine, your coverage should be ready for anything! ☔

Here’s how to weatherproof your home insurance policy before severe weather hits:

Review your coverage limits to ensure they match the cost of rebuilding your home.

Document your belongings for claims-proof inventory and peace of mind.

Ask about flood coverage if you live in a high-risk zone (psst… it’s not always included in standard policies).

I'm here to analyze your policy and ensure it fits your needs. Call me today, so the next storm won’t catch you off guard. https://www.goosehead.com/agents/tx/sugarland/jay-olson

Wondering how classic car insurance differs from regular coverage? We offer clear, candid advice to ensure your classic ...
05/09/2025

Wondering how classic car insurance differs from regular coverage? We offer clear, candid advice to ensure your classic gets the coverage it deserves.

Contact me today and let's talk about keeping your classic safe! https://www.goosehead.com/agents/tx/sugarland/jay-olson

A ride with the sunroof open and music playing = bliss. 🌞 But is your car insurance ready for life’s unexpected curves? ...
05/01/2025

A ride with the sunroof open and music playing = bliss. 🌞 But is your car insurance ready for life’s unexpected curves? From covering cracked sunroof glass to hail damage, we have your back with simple, tailored auto coverage.

Visit my website today to chat about coverage! https://www.goosehead.com/agents/tx/sugarland/jay-olson

Graduating from college comes with a lot of exciting firsts—first job, first apartment, and for many, first time managin...
04/28/2025

Graduating from college comes with a lot of exciting firsts—first job, first apartment, and for many, first time managing insurance on your own. Don’t worry, we’re here to make it simple and stress-free.

📞 Contact me today! https://www.goosehead.com/agents/tx/sugarland/jay-olson

A ride with the sunroof open and music playing = bliss. 🌞 But is your car insurance ready for life’s unexpected curves? ...
04/21/2025

A ride with the sunroof open and music playing = bliss. 🌞 But is your car insurance ready for life’s unexpected curves? From covering cracked sunroof glass to hail damage, we have your back with simple, tailored auto coverage. Visit my website to chat today! https://www.goosehead.com/agents/tx/sugarland/jay-olson

Did you know that spring is one of the peak seasons for pothole damage? The right auto insurance protects your car (and ...
04/11/2025

Did you know that spring is one of the peak seasons for pothole damage? The right auto insurance protects your car (and your wallet!) from unexpected costs.

Contact me today for more information on how to save. https://www.goosehead.com/agents/tx/sugarland/jay-olson

The perfect pairing for peace of mind? Bundling your home and auto insurance with Goosehead. Save time, save money, and ...
02/27/2025

The perfect pairing for peace of mind? Bundling your home and auto insurance with Goosehead. Save time, save money, and get coverage you can count on—all in one place. Curious about how much you can save? Visit my website for a personalized quote today! https://www.goosehead.com/agents/tx/sugarland/jay-olson

If your new car is totaled,   (aka Gap Insurance or Loan/Lease Payoff) pays the difference between the vehicle’s present...
08/12/2022

If your new car is totaled, (aka Gap Insurance or Loan/Lease Payoff) pays the difference between the vehicle’s present value and the amount you still owe on the auto loan. Learn more here:

What is Gap Coverage? If your new car is totaled, Gap Coverage (aka Gap Insurance or Loan/Lease Payoff) pays the difference between the vehicle’s present value and the amount you still owe on the auto loan.  This coverage protects those who may owe more on their new car than it is now worth and ...

Address

17228 West Grand Parkway Suite 2000
Sugarland, MD
77479

Opening Hours

Monday 8:30am - 5:30pm
Tuesday 8:30am - 5:30pm
Wednesday 8:30am - 5:30pm
Thursday 8:30am - 5:30pm
Friday 8:30am - 5:30pm

Telephone

+12814028175

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