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Who Payroll Freedom Serves | Our Best Clients | Payroll Freedom
Who We Serve
We work best with small businesses who are done being a number.
We serve small businesses with 1–100 employees across Illinois and Wisconsin — and beyond. If you’re tired of a national call center that doesn’t know your name, you’re in the right place.
By industry
We know your industry — not just your payroll.
Different industries have different payroll challenges. We’ve spent 20+ years learning the ones that matter to small businesses in the Midwest.
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Restaurants & Food Service
Tip reporting, variable hours, high turnover, and multiple pay rates make restaurant payroll one of the most complex — and most error-prone — in any industry.
- Tip reporting & allocation
- Tipped minimum wage compliance
- Variable schedules & split shifts
- High employee turnover
- Multiple pay rates for different roles
Contractors & Trades
Prevailing wage, certified payroll, job costing, and crews that move between states — construction payroll has more compliance requirements than almost any other industry.
- Prevailing wage & certified payroll
- Job costing & cost allocation
- Multi-state crews & tax filings
- Union vs. non-union payroll
- Seasonal workforce fluctuations
Medical & Healthcare
Healthcare practices deal with complex overtime rules, shift differentials, on-call pay, and strict compliance requirements that most payroll providers don’t understand.
- Complex overtime & shift differential pay
- On-call & callback pay rules
- HIPAA-sensitive employee data
- Credentialing & licensing tracking
- ACA compliance for larger practices
Insurance Agencies
Commission-based compensation, 1099 vs. W-2 classification questions, and producer tracking make payroll for insurance agencies more nuanced than it looks.
- Commission & bonus payroll
- 1099 vs. W-2 classification
- Producer compensation tracking
- Benefits administration for small teams
- Multi-state licensing considerations
Family-Owned Businesses
Multi-generation payroll, owner compensation strategy, family member employment rules, and succession planning make family business payroll uniquely personal.
- Owner & family member compensation
- S-Corp shareholder payroll
- Multi-generation workforce
- Retirement planning coordination
- Succession & ownership transitions
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Don’t see your industry?
We serve small businesses across dozens of industries in Illinois, Wisconsin, and beyond. If your payroll has a wrinkle that other providers get wrong — we’ve probably seen it before.
- Retail & hospitality
- Non-profits
- Professional services
- Manufacturing & distribution
- And many more
By business size
Whether you have 2 employees or 200 — we’ve got the right plan.
Our pricing and services scale with your business. Here’s how we typically work with businesses at different sizes.
1–10
Employees
Just getting started with payroll — or frustrated with your current provider.
At this size, you need payroll done right without paying enterprise prices or dealing with enterprise complexity. Our Core plan covers everything you need — full-service processing, tax filings, direct deposit, and a dedicated rep who picks up the phone.
Core plan recommended
- Full payroll processing & tax filings
- Direct deposit or printed checks
- Employee self-service portal
- Year-end W-2 preparation
- Dedicated local rep
11–50
Employees — most common
Growing fast enough that payroll complexity is becoming a real problem.
This is our sweet spot. At 11–50 employees, you’re dealing with real payroll complexity — multiple pay rates, timekeeping challenges, onboarding volume, and HR questions that need real answers. Core+ or Core Pro gives you the full platform to handle all of it.
Core+ or Core Pro recommended
- Everything in Core, plus:
- Time & attendance tracking
- HR document management
- Electronic onboarding
- Optional HR advisory support
Have 51–100+ employees?
Our Core Pro plan covers ACA administration, benefits enrollment, advanced reporting, and full HR management for larger small businesses. Let’s talk about your specific situation.
What every client gets
Regardless of your industry or size — this never changes.
Every business we serve gets the same three things, no matter what plan they’re on.
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One dedicated rep
Same person, same number, from day one. They know your business, your employees, and your quirks — and they stay on your account long-term.
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Transparent pricing
You see your exact per-payroll cost before you sign. No introductory rates, no hidden fees, no invoice surprises. Try the calculator →
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Local IL & WI expertise
We know Illinois and Wisconsin payroll law, compliance requirements, and the industries that drive our local economy. Founded in Mundelein in 2004.
Sound like a fit?
Let’s find the right solution for your business.
30 minutes with our team and you’ll know exactly what you need, what it costs, and how quickly you can be up and running.
