GWSkillys Insurance

GWSkillys Insurance Medicare & Health Insurance Consultation
Home, Auto, Flood Insurance
Business, Contractors, Work Comp Insurance

04/04/2026

If you're turning 65 please give me a call for help on a good Medicare plan. I'm licensed in WI, IL, MN, NC, CO & Florida. I don't offer all the plans but I have access to many in your area. We'll see what's right for you.
Ph 715-558-3100

I have plans to do more home, auto and business insurance this year 2026. Safeco is now becoming part of Liberty Mutual....
02/20/2026

I have plans to do more home, auto and business insurance this year 2026. Safeco is now becoming part of Liberty Mutual. Progressive has now become very competitive in the home market along with their auto, mobile home and boat. Travelers, Badger, Secura and others will get comparative quotes. I represent a new company that has very comprehensive coverages for short term rentals. VRBO and AirB&B is now covered top to bottom with fewer holes.
Secura and others insure small business' including fishing guides, electricians, plumbers, builders, landscapers and more.
Shoot me an email or call (715.558.3100) to get a quote. You may be surprised.

2026 has been an interesting year for sure. Healthcare insurance has its challenges. You can get catastrophic coverage i...
02/20/2026

2026 has been an interesting year for sure. Healthcare insurance has its challenges. You can get catastrophic coverage if you're ready for the premium. Also there are certain coverage plans that cover you for one or more health issues. Only when you are Medicare eligible do you get a more affordable comprehensive plan. I don't have all the plans but I have many of the plans for Wisconsin, Illinois, Minnesota, Colorado and Florida. I would be happy to be of help in your search. Remember, a change in zip code or life event can make you eligible for a special enrollment period.
Call or email anytime. Make sure the ones you love are covered.

Had a better day on the ice today.
02/08/2026

Had a better day on the ice today.

Sad day for me. Let's say sadder...My beautuful Mitsubishi Outlander Hybrid has been totalled. I've got to find a new ri...
01/21/2026

Sad day for me. Let's say sadder...
My beautuful Mitsubishi Outlander Hybrid has been totalled. I've got to find a new ride. Last Thursday I was picking up stuff at Hayward Walmart. As I checked out I heard a bunch of sirens in the parking lot. As I went out I saw about 6 cop cars and police everywhere in my parking section. An older man(60?) in a Chevy slammed into the back end of my car smashing it into the car in front of me and moving us both 6 feet. Safeco, my insurance is covering it all. Rental car etc. The guy totalled another car and damaged 4 all together. He told the police he thought he hit the brake but he stomped on the accelerator. Geeezzz!
I LOVED this car. The money I saved driving it 140,000 miles was incredible. Year after year the battery would recharge for about $15 per month electricity. Basically I get double the mileage saving beaucoup gas costs. Not to mention year after year after year of not screwing up our beautiful Wisconsin skies. It just takes brains to get used to the electric part. Some people have a problem watching the gauges that tell you when and where to charge.
So now I'm looking for a hybrid that will tow. Maybe a V6 with the electric kick in. My daughter has a Toyota Rav4. She gets great mileage with it. Maybe a minivan. Just enough power to put my pontoon in the water. And it has to be affordable. Used hybrids are decent price. I have 7 days of rental car to find my new car...I use Car Guru.
Wish me luck.

Here is Brett Skillestad.s home in Pueblo West Colorado. Southeast Colorado. Beautiful ranch home with huge yard, shed a...
12/11/2025

Here is Brett Skillestad.s home in Pueblo West Colorado. Southeast Colorado. Beautiful ranch home with huge yard, shed and finished basement. Tons of space. Please share.

This 4418 square feet Single Family home has 3 bedrooms and 3 bathrooms. It is located at 650 E Woodleaf Dr, Pueblo West, CO.

11/13/2025

2022 Walleye Opener jam session at Big Chip Lodge. Fun night doing unrehearsed music with lots of players.

https://www.facebook.com/share/p/16vYj4NEgV/
09/19/2025

https://www.facebook.com/share/p/16vYj4NEgV/

Many are aware that I help people find affordable healthcare. Young people can get coverage inexpensively that does great for catastrophic unforeseen treatment. There is a maximum out of pocket limit that keeps you from going bankrupt forever.
Older folks begin Medicare at age 65 or earlier with a health disability like diabetes or others. I have several plans (not all) that I can present to you if you call me first. Medicare Advantage may include prescription drugs and are regulated to have all the coverages of Original Medicare. Many Advantage plans add more coverages like workout fees paid and help covering dental, hearing aids, vision, etc.
Oct 15 to Dec 10 is the window to sign up for 2026. Don't let your opportunity slide by. Even if you just want to compare to what you currently have. Call me at 715-558-3100 or email [email protected]. GWSkillys Insurance
I am licensed in WI, IL, MN, CO, NC & FL.

08/26/2025

Well, I'm studying to renew my licenses to offer health, Medicare and home, auto and business insurance into 2026 and beyond. Lots of reading, understanding and tough tests. I'm so happy to say I passed and will be certified soon. Please call me if you're turning 65 or just want to hear some options on Healthcare insurance. I'll do my best to look into your needs.
715.558.3100 or [email protected]

My sister Sue and I rent our Ft Myers FL duplex throughout the year. 85 and sunny! Winter and Fall dates are still avail...
08/16/2025

My sister Sue and I rent our Ft Myers FL duplex throughout the year. 85 and sunny! Winter and Fall dates are still available. It's in a standard Florida neighborhood 4 miles from the beach and 7 miles from Sanibel. One side(The A side) has a private pool. Side B is a 2 bedroom efficiency with washer, dryer and all cooking necessities.
To book go to
VRBO.com//801036
VRBO.com//2581401

Check out the walkthru videos.

Skillys Big Chip Lodge pontoon is available into October. It has a Helix 7 fishfinder, livewell, bluetooth stereo, seats...
08/16/2025

Skillys Big Chip Lodge pontoon is available into October. It has a Helix 7 fishfinder, livewell, bluetooth stereo, seats 12, 115 hp Yamaha and discounted weekly rates. $285 daily. $1400 weekly.
Open dates
Aug 24 to 28
Aug 30 to Oct close
Call Gary @ 715-558-3100 to reserve

Address

9068 W Moores Bay Trail
Hayward, WI
54843

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