Milwaukee · Waukesha · Wisconsin · Commercial Insurance

Milwaukee Commercial Insurance —
Coverage for Contractors, Fleets, Hospitality & Local Businesses

Insurance Technology Group (ITG) is an independent commercial insurance agency based on Bluemound Road in Waukesha, focused on the neighborhoods, corridors and business parks that actually make up greater Milwaukee. From shop vans parked behind duplexes in Bay View, to fleets running up and down I-94 and I-41, to restaurants, taverns and hotels serving guests in the Third Ward, Brookfield, Wauwatosa and New Berlin, our work starts with how your business really operates and then connects that reality to the right commercial insurance program.

Contractor & Trades Programs Carpenters, plumbers, electricians, roofers, remodelers and specialty trades across Milwaukee and Waukesha County.
Fleets, Service Vehicles & Delivery Pickups, cargo vans, box trucks and small fleets running routes between city neighborhoods and suburbs.
Hospitality, Retail & Offices Bars, restaurants, hotels, shops and professional offices that keep Milwaukee’s economy moving.
Milwaukee commercial insurance collage with skyline, contractors, fleets and hospitality businesses
Milwaukee Commercial Insurance — ITG insures the real world behind the skyline: contractors, fleets, hospitality, retail and main street businesses across the metro area.

Built around Milwaukee first, with a light reach into northern Illinois.

Our daily work is anchored in Milwaukee and Waukesha County. We drive the same roads you do — Bluemound, Moorland, Capitol Drive, National Avenue, Highway 18, I-94, I-41 and I-43. We see where trucks park overnight, how customers enter your building, where snow piles up in winter and how Friday nights actually look on Water Street and Brady.

When there’s a good reason, we also help Wisconsin-connected businesses with locations or contracts in the Chicago and northern Illinois corridor. That might be a contractor taking work in Lake County, IL, or a fleet that makes regular runs between Milwaukee and the western suburbs around Naperville and Joliet.

  • Commercial insurance built around how you really operate, not just a generic industry code.
  • Clear explanations of limits, deductibles and coverage options in everyday language.
  • A long-term relationship mindset — we want your business to still be here ten years from now.
Insurance Technology Group LLC Independent Insurance Agency · 2246 W. Bluemound Rd, Waukesha, WI 53186 Phone: (414) 698-8386 · Toll-Free: 833-515-1776 Email: [email protected] Wisconsin Agency License #: 3003892003 · Firm NPN: 21750189 Designated Responsible Producer: Michael A. Barger – WI License 21655132 / NPN 21655132 Licensed in WI, IL, OK, TX & TN – Property & Casualty
Milwaukee & Wisconsin Business Coverage

Commercial Insurance for Contractors, Fleets, Hospitality & Local Businesses

Whether you run a contracting crew, a small fleet, a retail shop, a restaurant, a bar, a hotel, a professional office or a mix of all of the above, we start by understanding how you actually operate in and around Milwaukee — then build or refine a commercial program that fits reality.

Contractors & Trades

Carpenters, plumbers, electricians, roofers, remodelers, painters, concrete and specialty trades across Milwaukee, Waukesha, Brookfield, New Berlin, West Allis and beyond. From the first ladder you bought to the third truck you’re adding, we help keep the insurance side aligned with your growth.

General Liability Commercial Auto Tools & Equipment Workers Compensation Umbrella

Fleets, Vans & Service Vehicles

Service fleets, box trucks, cargo vans, pickups with trailers, delivery routes, mobile repair units and more. We pay attention to who drives, where vehicles park overnight, what’s inside them and whether they regularly cross into Illinois or more than one state.

Commercial Auto Hired/Non-Owned Auto Fleet Safety Radius & Routes Cargo & Equipment

Hospitality, Liquor & Events

Restaurants, taverns, bars, supper clubs, hotels, event venues, wedding facilities and liquor stores have real-world exposure, especially on weekends. We look at liquor liability, assault & battery, entertainment, hours of operation, special events and staff turnover.

Liquor Liability General Liability Property & Business Income Assault & Battery Umbrella & Excess

Milwaukee General Liability Insurance

Protect your Milwaukee business from everyday risks like customer slips, property damage claims, or advertising disputes. Whether you're a contractor on job sites across the city, a storefront owner welcoming foot traffic, or an office serving the public, solid Milwaukee general liability insurance is your first line of defense against lawsuits and claims.

Key Coverages

  • Bodily Injury: Slips on icy sidewalks, falls in parking lots, or customer injuries in crowded venues.
  • Property Damage: Tools damaging countertops, chemical spills, or water leaks affecting neighboring properties.
  • Personal & Advertising Injury: Libel/slander from social media or advertising disputes.
  • Products/Completed Operations: Issues after work completion, like electrical faults or food-related illness.
  • Defense Costs: Legal fees even for unfounded claims.

Common limits: $1M per occurrence / $2M aggregate. Umbrella options available for higher exposure.

Milwaukee Commercial Property Insurance

From mixed-use buildings in Bay View to warehouses along the I-94 corridor, safeguard your physical assets and income with coverage built for Southeast Wisconsin risks. Our Milwaukee commercial property insurance protects buildings, fixtures, inventory, business income/extra expense, equipment breakdown, and water/sewer backup.

Key Coverages

  • Building: Structure, roof, fixtures in older Milwaukee brick or post-war buildings.
  • Business Personal Property: Furniture, equipment, POS systems, tenant improvements.
  • Inventory/Stock: Merchandise for retailers and contractors, including seasonal peaks.
  • Business Income: Lost revenue and extra expenses during shutdowns.
  • Equipment Breakdown & Water Backup: Critical for winters and aging infrastructure.

Milwaukee Liquor Liability Insurance

Milwaukee's bar, restaurant, brewery, and event scene is world-class — but Wisconsin's dram shop laws make alcohol-related claims serious. From Third Ward taverns to Brady Street nightlife and Walker's Point breweries, proper Milwaukee liquor liability insurance covers third-party injuries, assault/battery, defense costs, host liquor for events, and more.

Key Coverages

  • Dram Shop Liability: Third-party claims from overserving.
  • Assault & Battery: Fights and incidents in busy venues.
  • Host Liquor: For events and private functions.
  • Business Income: Losses from closures or suspensions.

Neighborhood-specific: Higher risks on Water Street, upscale in Third Ward.

Milwaukee Workers Compensation Insurance

When a line cook burns their hand on Water Street, a roofer falls in West Allis, or a warehouse worker injures their back in Franklin, workers comp steps in with medical care, wage replacement, and employer protection. Wisconsin law requires it for most employers — and we make sure your policy supports your team without surprises. Explore our Milwaukee workers compensation insurance programs.

Key Benefits

  • Medical Treatment: Emergency care, therapy, prescriptions.
  • Wage Replacement: Partial or full during recovery.
  • Employer Protection: Against certain lawsuits.
  • Return-to-Work Support: Light duty plans.

Premiums based on payroll, class codes, and claims history — with audit prep.

Beyond the Policy Jacket: What We Look At First

Good commercial insurance in Milwaukee is more than a quote sheet or deck page. We want to know how you actually work. Where are your jobs? Which neighborhoods and industrial parks do you move through every week? Where do vehicles park overnight? Is your staff long-term and stable, seasonal, or somewhere in between? Are you using subcontractors, 1099 labor, temporary staffing agencies or payroll services?

We also pay attention to the small details that can cause big problems if nobody asks about them:

  • Who signs contracts and what kinds of indemnification or hold-harmless language is in them.
  • Whether project owners or GCs require additional insured status, waivers of subrogation or primary/non-contributory wording.
  • How your business income really works if something goes wrong — not just theoretical numbers.
  • Where your tools, inventory and key equipment sit when they’re not in use.
  • How your drivers are selected, trained and supervised.

None of this is about making things complicated. It’s about making sure that if you have a claim — a fire, an injury, a liquor-related incident, a vehicle accident, a slip-and-fall or something truly out of left field — you are not surprised by what the policy does or doesn’t do.

Milwaukee Commercial Auto & Fleets

Trucks, Vans, Fleets & Service Vehicles Across Milwaukee & Waukesha County

From one box truck to a small fleet of pickups and service vans, we look at how your vehicles are used in the real world, not just how they’re titled. Who drives them, where they go, what’s inside them and how essential they are to your daily cash flow all matter.

Fleets We See Every Week

  • Trades & contractor fleets — plumbing, electrical, HVAC, remodeling, roofing, concrete.
  • Delivery fleets — cargo vans, sprinters, box trucks, route-based services.
  • Service vehicles — mobile repair, cleaning, specialty maintenance, locksmiths, appliance repair.
  • Seasonal fleets — landscaping, snow removal, municipal or quasi-municipal contracts.
  • Mixed fleets — heavy pickups with trailers, light-duty trucks and passenger vehicles combined.

We pay close attention to how your drivers are selected and trained, what your hiring process looks like, where vehicles are stored overnight and how your routes actually work. If you regularly cross into Illinois, we factor that in from the start. If you have one or two trusted out-of-state runs, that’s a different picture than a high-frequency multi-state operation.

Hospitality, Liquor & Venue Risks

Bars, Restaurants, Taverns, Hotels & Event Venues in Milwaukee

Hospitality and liquor risk in Milwaukee is not theoretical. It’s Friday and Saturday nights, game days, weddings, concerts, festivals, holiday parties and late-closing hours across the metro area. We help bars, taverns, restaurants, hotels and venues put coverage in place that reflects how they actually operate.

Bars, Taverns & Nightlife

Neighborhood taverns, craft cocktail bars, live-music venues, breweries, distilleries and late-night locations all carry unique liquor and premises liability exposure. We’ll talk about hours, capacity, entertainment, security, live music, events and how you manage staff and patrons when things get busy.

Liquor Liability Assault & Battery General Liability Property & Business Income

Restaurants & Food Service

From small family-owned restaurants to busier downtown locations and multi-location concepts, we help align property, liability, business income and employment practices coverage with your real-world operation — including catering, delivery, third-party delivery services and seasonal staffing.

GL & Premises Food Spoilage Equipment Breakdown Liquor Liability (if applicable)

Hotels, Motels & Event Venues

Hotels near the airport, suburban limited-service properties, boutique hotels and event venues all have complex risk: guests, staff, vendors, liquor, parking, shuttle services, events and more. We factor these moving parts into your property, general liability, business income, auto, liquor and umbrella structure.

Property & BI Guest Liability Liquor (if applicable) Shuttle & Auto Umbrella

Why Liquor Liability Needs Real Attention

Liquor liability is often where the worst-case scenarios show up. We look at your drink pricing, specials, hours of operation, security practices, incident reporting and staff training. We also look at how your liquor liability coverage interacts with your general liability, umbrella and any special endorsements or exclusions.

We’re not here to run your bar or restaurant. We’re here to help make sure the insurance side is built for the way you already run it — and the way you want to grow it.

Owners, Households & Personal Lines

Home, Auto & Personal Umbrella for Business Owners

Many of our commercial clients ask us to review their home, auto and personal umbrella coverage, not to replace every policy automatically, but to make sure there are no obvious gaps between their business life and personal life.

When Personal & Business Overlap

Vehicles are titled personally but used for the business. Tools, inventory or business property are stored at home. Rental properties or cabins are held in an LLC or personally. Family members occasionally help with the business. These are everyday realities for Milwaukee-area business owners and families who have built what they have through hard work over many years.

We help you look at your home, auto and personal umbrella through that lens and bring everything into alignment, so a claim doesn’t end up touching personal assets in a way nobody expected.

About Insurance Technology Group

Built in Wisconsin with a Long-Term View of Milwaukee’s Business Community

Insurance Technology Group is not a national franchise, call center, lead mill or venture-backed experiment. It’s a Milwaukee-area independent agency shaped by decades of experience in lead generation, call handling, training and real-world business ownership, coupled with a long-term plan to support agents and clients with modern technology while staying rooted in the traditions that built the insurance industry in the first place.

We are building systems that help agents and clients, not systems that attempt to replace them. Our philosophy is simple: Honoring Tradition, Empowering Agents. The tools, software and AI we use behind the scenes are designed to make conversations clearer, documentation stronger and quoting more efficient — but the heart of the work is still the relationship between the agency, the client and the carriers who stand behind the policies.

Our commercial focus begins with Milwaukee, Waukesha and surrounding communities, with thoughtful reach into the rest of Wisconsin and, when it makes sense, into northern Illinois. We care most about small and mid-sized operations, family-owned businesses, contractors, fleets, hospitality, professional offices and main street enterprises that form the backbone of the local economy.

When you contact ITG, you’re not dropped into a script. You’re talking to people who know this area and take your business seriously, whether you’re just starting out or you’ve spent a lifetime building what you have.