Helping Worcester-area contractors and small businesses automate lead follow-up, missed calls, scheduling, reviews, and growth — so you stop losing work to faster competitors.
Rated 5/5 by Worcester-area contractors · Systems live in 48 hours
DiPilato Automations Inc is a Worcester County-based AI automation company built specifically for local contractors and small service businesses. We build the systems that respond when you can’t — so every call, every form fill, and every completed job turns into a booked appointment or a new Google review.
In Worcester County, the home services market is competitive. When a homeowner needs a plumber, HVAC tech, or landscaper, they call 2–3 companies. Whoever responds first wins the job.
Most Worcester contractors are great at their trade but lose jobs every week because they’re too busy working to respond instantly. The homeowner calls, gets no answer, and calls the next guy on the list.
DiPilato Automations solves this with practical AI systems that respond for you — 24 hours a day, 7 days a week, in seconds — so you never lose another lead to slow follow-up.
Six systems built for local contractors that run automatically, 24/7.
When a customer calls and you can't answer, the system texts them back in seconds. No lead slips away.
Website form filled out? A follow-up text and email fires automatically — within 60 seconds, not hours later.
After every completed job, the system asks your customer for a Google review at exactly the right moment.
Qualified leads get a booking link. They pick a time. It hits your calendar automatically.
Every estimate request lands in your pipeline automatically — no more leads falling through the cracks.
Homeowners search at 9 PM. Your automation responds to them when you're off the clock.

Founded by a Massachusetts Business Owner
DiPilato Automations Inc was founded by Jon DiPilato, a Massachusetts business owner helping local contractors and small businesses use modern AI systems to save time, capture more leads, and win more customers. Based in Worcester County, Jon works directly with local tradespeople to build automation that fits their workflow — not generic software built for big companies.
We work with contractors and small businesses throughout Worcester County and the surrounding Central Massachusetts area.
AI automation uses software to handle repetitive business tasks automatically — like texting back missed calls, following up on leads, requesting reviews, and booking appointments. For Worcester contractors and small businesses, this means leads get responded to instantly, even when you're out on a job.
DiPilato Automations is a Massachusetts-based company serving Worcester County and Central Massachusetts. Founded by Jon DiPilato, we specialize in AI automation systems for local contractors and small businesses.
We work with plumbers, HVAC contractors, electricians, landscapers, roofers, general contractors, painters, powerwashers, and other home service businesses throughout Worcester County.
Most automation systems are built and live within 48 hours. We handle the full technical setup — no new software to learn on your end.
Book a free 30-minute strategy call. We’ll look at your current setup and tell you exactly what automation can do for your business — no pitch, no pressure.
Book My Free Strategy CallWorcester County, MA · 508-466-5071 · Systems live in 48 hours