#1 Contractor Business App in Chicago, IL
Everything you need to run your contracting business from your phone
Built for Chicago's 28,000+ contractors • No credit card required
Built for Chicago's Unique Business Environment
Local Market Insights
With 28,000+ active contractors and a $8.2B market, Chicago businesses need efficient management tools to stay competitive.
Growing at 10% Annually
Chicago's construction market is booming. PocketBoss helps you scale efficiently without adding overhead or complexity.
Average Project: $7,800
Track profitability on every Chicago project. Know your margins, manage costs, and grow your bottom line.
Everything Chicago Contractors Need
Designed for HVAC, Roofing, General Contracting professionals
Project Management
Track multiple Chicago job sites, manage timelines, budgets, and crews all from your phone.
Scheduling & Calendar
Schedule appointments, manage crew availability, and never double-book in Chicago again.
Invoicing & Payments
Create and send professional invoices in seconds. Get paid 2x faster with online payments.
Inventory Tracking
Track tools, materials, and equipment across all your Chicago job sites in real-time.
Client Management
Keep all your Chicago client info, job history, and communications in one place.
Expense & Receipt Tracking
Snap photos of receipts, track mileage, and be ready for tax season.
Chicago Contractor Success Stories
"Went from chaos to control in one week. Now I manage 12 Chicago projects without missing a beat. The mobile app is perfect for field work."
General Contractor
15 employees • Chicago, IL
"Saved 10 hours per week on admin work. The scheduling feature alone is worth it. My Chicago clients love the professional invoices."
HVAC Specialist
Solo operator • Serving Chicago
PocketBoss ROI for Chicago Contractors
Time Saved Monthly
- • Invoicing: 8 hours
- • Scheduling: 6 hours
- • Project tracking: 5 hours
- • Client communication: 4 hours
Total: 23 hours/month
Financial Impact
- • Faster payments: +$2,000/mo
- • No missed invoices: +$500/mo
- • Better project margins: +$800/mo
- • PocketBoss cost: -$19.99/mo
Net Gain: +$3,280/month
Built for Chicago's Mobile Contractors
Unlike desktop software that chains you to an office, PocketBoss works perfectly on your phone. Manage your entire Chicago business from job sites, your truck, or home.
- ✓Works offline at remote Chicago job sites
- ✓Instant syncing across all devices
- ✓Native Android and iOS apps
- ✓Photo capture for job documentation
Try It Free for 14 Days
- ✓No credit card required
- ✓Full access to all features
- ✓Free setup assistance
- ✓Cancel anytime
Serving All Chicago Area Contractors
PocketBoss is the preferred business management app for HVAC, Roofing, General Contracting, Snow Removal contractors throughout Chicago and the greater Illinois area. With 28,000+ active contractors competing for $8.2B in annual projects, having the right tools makes all the difference.
Whether you're a solo HVAC contractor or manage a crew of 20+, PocketBoss scales with your Chicago business. Join hundreds of local contractors who've transformed their operations with our all-in-one platform.