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James Underwood

License #: 18607458
5 OUT OF 5 STARS
star star star star star (15 Reviews)
Christopher Draegert
License #: 16765125
4.6 OUT OF 5 STARS
star star star star star (18 Reviews)
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About James
James Underwood is an agent with Goosehead Insurance located in Lake Bluff,  IL. James  joined Goosehead because of his unwavering commitment to take care of his clients. Using cutting edge technology to shop with dozens of "A" rated insurance companies in just a few short minutes, he is able to find the right coverage at a competitive price. He takes the time to review all of the options and customizes a policy based on the unique risks and desires of each client. After finalizing an option, James is backed by a service team that has the highest client loyalty rating in the industry. Request a quote from James and you will quickly understand why Goosehead is one of the fastest growing distributors of home and auto insurance in the United States.
States Licensed In: IL, WI
About Christopher
Christopher Draegert is an agent with Goosehead Insurance located in Lake Bluff,  IL. Christopher  joined Goosehead because of his unwavering commitment to take care of his clients. Using cutting edge technology to shop with dozens of "A" rated insurance companies in just a few short minutes, he is able to find the right coverage at a competitive price. He takes the time to review all of the options and customizes a policy based on the unique risks and desires of each client. After finalizing an option, Christopher is backed by a service team that has the highest client loyalty rating in the industry. Request a quote from Christopher and you will quickly understand why Goosehead is one of the fastest growing distributors of home and auto insurance in the United States.
States Licensed In: IL, WI
Connect
100 North Waukegan Road, Suite 209
Lake Bluff, IL 60044
(847) 447-0845
Languages spoken:
English
Hours:
We’ve got you covered,
and then some.
  • Homeowners Insurance >
  • Auto Insurance >
  • Flood Insurance >
  • Renters Insurance >
  • Condo Insurance >
  • Landlord Insurance >
  • Motorcycle Insurance >
  • Boat Insurance >
  • RV Insurance >
You probably looked at several houses before you found the right fit; why not look at home insurance the same way? Goosehead does the looking for you, and finds the policy that fits your needs and budget, without compromising coverage.
It seems like there’s as many car insurance companies out there as there are cars. Lucky for you, Goosehead looks under the hood of all those policies to find the right coverage for you and your ride. Think of us as your roadmap to better protection and better rates.
Having the right amount of protection in case of flooding is important. That’s why our Goosehead experts will do all the research for you. We’ll compare dozens of plans and choose what’s best for your residence, and your budget.
Sure, you may not own the building. But you own what’s in it. If a fire or disaster would cause a major setback, take a close look at renters insurance. Better yet, let us do it for you. We’ve evaluated products from dozens of the most respected insurance companies to help you home in on the right policy.
From an insurance standpoint, high rises, townhomes and condos can be, well, a little different. HOAs cover some parts of the property, leaving other areas up to you. We can help you find a policy that provides the coverage you need — at rates you’ll feel right at home with.
A rental property isn’t the same as a primary residence. Without proper protection, a landlord might be personally liable for damages from accidents or other events. We can help you determine the right coverage for your rental properties and compare rental property insurance quotes so you can operate with total peace of mind.
Driving a motorcycle is all about freedom. Speaking of freedom, there’s no need for you to spend end less hours of your free time comparing insurance plans. Comparing the best motorcycle policies from the best insurance companies to get you protected the way you should be protected, at the price you deserve.
Chances are you bought a boat for a little rest and relaxation. Goosehead makes shopping for boat insurance just as relaxing. Our expert agents will shop dozens of policies and find you the right protection, at the right price, that will really float your boat.
Your RV lets you escape to the open road. And with Goosehead, you can escape the usual time commitment of buying insurance. Our expert agents do the research for you, comparing dozens of policies and choosing the right protection for you and your home on wheels, all at the price you deserve.
HOMEOWNER INSURANCE
Homeowners Insurance 101
After looking at dozens of houses you found a property you love. You’ve managed to come up with a down payment, get approved by a lender, and started wrapping your knick knacks in newspaper. Now you need to find a homeowners insurance policy that meets your needs, but how do you know if a policy is the right one for you?
AUTO INSURANCE
Auto Insurance 101
Most states require you to carry auto insurance. But how do you know if you have enough? A basic understanding will equip you with the knowledge you need to make smarter decisions when selecting your auto insurance policy. Let’s get started! 
SPECIALTY INSURANCE
Umbrella Insurance 101
Umbrella insurance goes beyond your normal limits of liability to cover injury to others, legal fees and litigation, excessive property damage, and more. Relatively cheap, it can give you protection from a sudden and serious situation. 
HOMEOWNER INSURANCE
Water Coverages Explained
Four different types of water coverage may or may not be part of your home insurance policy. Let’s look at how they could help better protect you and your family from financial burden due to various causes of water damage to your home.
Recent Reviews
Total Agency Reviews 33
star star star star star
Adam J., Nov, 29 2022
This company is great and Christopher is awesome.
star star star star star
Jordan Z., Nov, 29 2022
It was very easy to get switched over and I feel Christopher hit the ground running with all our needs! We are sort of a special difficult situation and he handled it quickly and effortlessly. I look forward to never having to deal with anyone again and we have found our forever company!
star star star star star
Jason R., Nov, 12 2022
Customer service
star star star star star
Salina S., Nov, 10 2022
I've never sat down with anyone who is as knowledgeable and thorough about insurance as we are.
star star star star star
Salvador S., Oct, 22 2022
I know, Chris for a long time and he is a very good person. If you want honesty and good services Chris is the best.
star star star star star
Salvador S., Oct, 22 2022
I know, Chris for a long time and he is a very good person. If you want honesty and good services Chris is the best.
star star star star star
Salvador S., Oct, 22 2022
I know, Chris for a long time and he is a very good person. If you want honesty and good services Chris is the best.
star star star star star
Shammara E., Oct, 19 2022
Good service and communication, patience....
star star star star star
Shammara E., Oct, 19 2022
Good service and communication, patience....
star star star star star
Shammara E., Oct, 19 2022
Good service and communication, patience....
star star star star star
Cynthia F., Oct, 06 2022
James was very helpful &knowledgeable. He made the process go very smoothly.
star star star star star
Cynthia F., Oct, 06 2022
James was very helpful &knowledgeable. He made the process go very smoothly.
star star star star star
Kamil A., Sep, 19 2022
James is an amazing person. The best to talk to and is the most likeable and personable agent. He’s the reason I switched over. Best agent in the world! 007 nah it’s 00J
star star star star star
Kamil A., Sep, 19 2022
James is an amazing person. The best to talk to and is the most likeable and personable agent. He’s the reason I switched over. Best agent in the world! 007 nah it’s 00J
star star star star star
Tiffany F., Sep, 15 2022
Very through!
star star star star star
Tiffany F., Sep, 15 2022
Very through!
star star star star star
Alvertis F., Sep, 13 2022
Grade A customer service!
star star star star star
Alvertis F., Sep, 13 2022
Grade A customer service!
star star star star star
Harmony C., Sep, 12 2022
James has been more than accommodating. He has explained everything in detail and has met all the insurance needs we had. He has been available when we needed him. I look forward to continuing working with goosehead for my insurance needs.
star star star star star
Harmony C., Sep, 12 2022
James has been more than accommodating. He has explained everything in detail and has met all the insurance needs we had. He has been available when we needed him. I look forward to continuing working with goosehead for my insurance needs.
star star star star star
Benjamin L., Sep, 01 2022
James was GREAT to work with and you can tell he loves his job. Thank you!
star star star star star
Benjamin L., Sep, 01 2022
James was GREAT to work with and you can tell he loves his job. Thank you!
star star star star star
John S., Aug, 29 2022
Christopher Draegert's customer service skills and sincerity.
star star star star star
John S., Aug, 28 2022
Christopher Draegert's customer service skills and sincerity.
star star star star star
Sarah B., Jul, 29 2022
Very friendly, helpful, and personable
star star star star star
Sarah B., Jul, 29 2022
Very friendly, helpful, and personable
star star star star star
June M., Jul, 09 2022
Helpfulness of agent!
star star star star star
Jordan A., Jun, 20 2022
James was excellent and really helped me understand my coverage and the value it provides.
star star star star star
Kristin K., Jun, 19 2022
Great service!!
star star star star star
Felix B., Jun, 01 2022
Very professional
star star star star star
Danielle B., May, 22 2022
James went above and beyond to not only get me a better rate and coverage but also thoroughly explaining the ins and outs of policy coverage. I will recommend James and Goosehead for all insurance needs moving forward. Thanks for all your hard work!
star star star star star
Eric J., May, 20 2022
Christopher Draegert was exceptionally knowledgable and very friendly.
star star star star star
Kelly C., May, 15 2022
Chris was great
star star star star star
Mark B., May, 13 2022
Christopher was great. Made everything easy to understand and make the whole process simple.
star star star star star
Alexis O., May, 11 2022
James was very helpful and informative every step of the way. He was there to answer every question I had and was very knowledgeable. Also I appreciated his thoroughness in figuring out which home insurance plan would work best for my family and I. James made the home buying process less painful and I appreciate all of his help!
star star star star star
Sean D., May, 10 2022
Chris was top notch, knowledgeable and followed through with exactly what he said he'd do.
star star star star star
Christian D., Apr, 17 2022
James was great, very helpful and he saved me money!
star star star star star
Christopher D., Apr, 06 2022
Super detail oriented, covered all bases
star star star star star
Julie U., Mar, 21 2022
James was very knowledgeable and he helped me with my insurance needs while saving me money and getting me even better coverage than what I had before. 5 stars!!!
star star star star star
Karen A., Mar, 18 2022
James was very helpful, explained the coverage options so I could make the best choice. He is very knowledgeable and went above and beyond to make sure he educated me and that I understood everything I had available to me.
star star star star star
Amanda R., Mar, 15 2022
Friendly and honest service. James is great at laying out all the pros and cons and walking you through the what ifs. It doesn't get better than that!
star star star star star
James A., Mar, 14 2022
James gave great service, helped me obtain an Umbrella policy,l and Flood insurance!
star star star star star
James A., Mar, 14 2022
James gave great service, helped me obtain an Umbrella policy, and Flood insurance!
star star star star star
Christopher D., Mar, 12 2022
Christopher is amazing, super knowledgeable, and helpful. Was able to show me the value of an Umbrella, and flood insurance. I like knowing I'll have coverage if I need it!
star star star star star
Barbara D., Mar, 10 2022
Knowledgeable about product, friendly and courteous