Join hundreds of Chicago contractors who run their business with ThePocketBoss. Manage scheduling, invoicing, estimates, and more for just $19.99/month.
Perfect for contractors serving Chicago and surrounding Illinois areas
Optimize routes across the metro area, minimize drive time between jobs
Invoice on-site and get paid faster with online payment options
Stand out from 12,000++ contractors in Chicago with professional software
ThePocketBoss helps Chicago contractors manage these in-demand services:
Contractors throughout the Chicago metro area trust ThePocketBoss
"ThePocketBoss transformed our Chicago contracting business. We're more organized, getting paid faster, and growing steadily."
"Finally, software that understands local contractors. Simple to use, powerful enough to handle all our jobs across the metro area."
Stand out from 12,000++ contractors in Chicago. Get organized, look professional, and grow your business with ThePocketBoss.
No contracts. No setup fees. Cancel anytime. Credit card required for trial.