Truckers in Wisconsin can get comparisons of Progressive vs GEICO with a CIS Wisconsin Commercial Truck Insurance Online Quote .
CIS – Commercial Insurance Solutions Inc. is an authorized independent agent for both Progressive and GEICO.
We compare companies apples to apples so you get the best coverage with the lowest premium, with no extra fees or charges ever.
The Gecko & Flo Battle for the Cheeseheads
For years, small trucking companies in Wisconsin had a tough time finding affordable insurance.
Progressive cornered the market on new truck startups and certain niche trucking segments.
Not anymore!
Progressive and GEICO are now going head-to-head, competing for new trucking startups and more niche segments that were previously tough to insure.
So what kind of trucking companies are Flo and the Gecko battling over? Let’s take a look.

What Wisconsin Trucking Companies Do Progressive and GEICO Target?
- Independent Motor Carriers or Owner Operators with their own DOT authority
- Owner Operators operating without DOT authority
- Owner Operators leased to a Motor Carrier
- Private Carriers operating exclusively for their own needs, not for hire
Both Progressive and GEICO directly process your WisDOT State and FMCSA Federal liability filings.
If you’re a new trucking startup and nervous about getting your own authority, then CIS is here to help.
Check out How to Start Your Own DOT Motor Carrier Authority,
It’s a short blog with specific steps to follow as well as who needs their own authority and why.
You might also like Wisconsin Commercial Trucking Insurance Requirements.
Progressive & GEICO have insurance packages for all kinds of trucks
- Cargo Van Insurance
- Sprinter Van Insurance
- Step Van Insurance
- HotShot Insurance
- Box Truck Insurance
- Straight Truck Insurance
- Semi Truck Insurance
- Dump Truck Insurance
- …and more
…Hauling all kinds of freight
- Commercial Trucking For Hire Services
- Expedited and Last-Mile Deliveries
- Hotshot Dually and Auto Transport Hauling
- Temperature-Controlled Freight Transport
- Heavy Equipment and Machinery Hauling
- Dirt, Sand, and Gravel Transportation
- Steel Freight Hauling
- Agricultural Product Hauling
- Livestock Transportation
- Coal Hauling Services
- Garbage, Trash, and Debris Removal
- Scrap Metal, Auto Recycling, and Waste Hauling
- Escort Vehicle Services
- Septic Waste Removal Services
- …and More!
Progressive and GEICO offer similar Wisconsin coverage and limits
- Commercial Auto Liability (Primary and Non-Contributory)
- Non-Trucking Liability
- Truckers General Liability
- Uninsured/Underinsured Motorist Coverage
- Medical Payments
- Comprehensive and Collision Physical Damage Coverage
- Motor Truck Cargo Insurance – both companies have recently expanded their commercial cargo coverage
- Rental Reimbursement with Downtime Coverage
- Trailer Interchange & Non-Owned Trailer Protection
- Emergency Roadside Assistance
Does GEICO offer Emergency Roadside Service for Big Trucks in Wisconsin?
Yes. In addition to Emergency Roadside Assistance for Cargo Vans and Sprinters, GEICO launched their own Heavy Vehicle Road Service for larger trucks.
Both Progressive and GEICO offer similar roadside assistance services for all sized trucks, including:
- Help if you have a flat tire or run out of fuel
- Labor for mechanical or electrical breakdowns
- A jump start for a dead battery
- Towing to the nearest repair shop
- Lockout assistance if you break, lose, or lock in your keys
Who’s Cheaper on Truck Insurance, Progressive or GEICO?
It’s a toss-up. One day it’s GEICO, the next it’s Progressive.
There are just too many factors that go into their pricing algorithms, and agents can’t see any of them.
For a while, GEICO was clearly on top.
But then Progressive stepped up its game and lowered premiums for certain trucking accounts to stay competitive.
Now, they’re pretty much neck and neck for new trucking startups and most trucking niches.
But we still see some wild (and surprising) differences in premiums every day 🙂
Take a few minutes to compare Progressive and GEICO and see for yourself!
Progressive vs GEICO on Flexible Payments & Claims
While neither company offers a “No Money Down” option, both are competitive in both flexibility and claims service.
In fact, they’re both so good in this area of insurance that it shouldn’t be the deciding factor when choosing between them.
If you’re in a position to pay your entire premium up front, both Progressive and GEICO offer significant discounts.
Understanding this is not always a realistic option, you can also choose monthly and quarterly.
A pro tip: set up automatic payments through EFT (Electronic Funds Transfer).
That way, you’ll never have to worry about missing a payment while you’re out on the road.
You really want to avoid being late on a payment because it seriously affects your renewal offer from both Progressive and GEICO.
New Opportunites for Trucking Startups in Wisconsin
Is this a good time to become a trucker in Wisconsin?
Absolutely! Wisconsin is a great state to set up your trucking headquarters, thanks to its solid, growing manufacturing sector and low cost of living.
Wisconsin is one of the top 10 states for manufacturing in the U.S. and brings in over $72 billion to the state’s economy.
With almost 9,200 manufacturing plants, Wisconsin is a powerhouse in machinery, food, and manufacturing tech.
The state and private companies are investing heavily in hot areas like automation, EV components, and services.
For instance:
- Rockwell Automation is putting a massive $2 billion into advanced automation and robotics near Milwaukee.
- Modine Manufacturing is building a huge 153,000-square-foot facility in Franklin for commercial EV thermal systems.
- Old facilities from companies like General Motors in Janesville and Stellantis in Milwaukee are being transformed into new, larger properties and megahubs.
And another elephant in the corner?
With the FMCSA crackdown on non-domiciled CDL drivers, there’s less competition and more opportunities for you.
Why Choose CIS for your Wisconsin Truck Insurance
As a family owned business ourself since 2002, we’re all about helping the “little guy” with truck insurance.
Take a look at our 5-Star Reviews and see why so many independent truckers choose CIS and stick with us year after year.
We know our clients by name and love hearing from you, whether you need help with your policy or just want to say Hi.
Our small team of transportation insurance experts know truck insurance inside and out, and we want to help you succeed.
It’s easy to start a Progressive vs GEICO comparison with a CIS Wisconsin Truck Insurance Quote Online.
We’ll circle around and help you with the blanks:)
Or just give us a call…we’d love to chat with you!
CIS (330) 864-1511
We are CIS, and We Make Your Truck Insurance Easy!


Authors
- CEO
Shelly Benisch, CIC, TRS started Commercial Insurance Solutions, Inc. (CIS) in 2002 and brings over 30 years of experience in Commercial Truck Insurance. As one of the top 25 Progressive Truck Insurance Agency Leaders in 2024, she helps Motor Carriers and Owner Operators across the country find affordable trucking insurance quotes with GEICO, Progressive and more. Shelly also writes a free Trucking Blog packed with all kinds of tips. Her team of Truck Insurance Experts have earned CIS consistent 5-star reviews and Progressive's Top 25 Truck Elite Status. For expert Commercial Truck Insurance advice, give Shelly a call at (330) 864-1511
#CISDoesThat Commercial Truck Insurance for owner operators and motor carriers. Christina Cummings, TRS certified, leads Commercial Insurance Solutions, Inc. (CIS) as Executive Director and true experienced advice on Commercial Truck Insurance. She secures the most affordable GEICO quotes and Progressive quotes...and more for small Motor Carriers and Owner Operators nationwide. She is your "go to" person at CIS for advice with underwriting questions, tips and networking opportunities for Small Truckers. Under her leadership CIS earned Progressive's Top 25 Truck Elite status in 2024 and consistent 5-Star Google reviews. She also co-authors the free CIS Commercial Truck Insurance Blog for small Motor Carriers and Owner Operators, sharing her bottom line tips on how to find more affordable Commercial Truck Insurance. Looking for expert trucking insurance advice–Christina is your go to leader at (330) 864-1511 #CISDoesThat
