Our Specialties
Demolition & Junk Removal
The work we’re known for. We tear it down, haul it out, and leave the site clean.
Demolition
Head To Toe Demolition and Junk RemovalInterior and full-structure demolition, done safely and on schedule.
Demolition services →
Junk Removal & Hauling
Head To Toe Demolition and Junk RemovalProperty cleanouts, debris, and bulk hauling — same-week service.
Junk removal services →All Services
One contractor, every trade
Sewer & Drain
Da Sewer GuysCleaning, camera inspection, and line repair.
Learn more →
Roofing
Repairs, tear-offs, and full roof replacement.
Learn more →
Solar
Wayne’s World Solar LLCRooftop solar panel installation.
Learn more →
Electrical
Residential electrical work and electronics.
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Pest Control
Head To Toe Pest ControlCertified treatment for insects and rodents.
Learn more →All Services →
See the full list of trades and what each one covers.
Services index →About Us
A family business you can put on a bid
Head To Toe Enterprise LLC
Family owned and operated general contractor based in Chicago, Illinois. The Head To Toe name has served Chicago for over 20 years.
- President: Harold Perkins
- Prime contractor and subcontractor
- Residential, commercial & government work
- 24-hour emergency service
Government Contracting
We team with primes and bid direct on federal, state, and municipal work.
Credentials
Certified, licensed & bonded
Customer service, certified
Customer service isn’t a department here — it’s the owner. Harold Perkins is a Certified Customer Service Specialist, and it shows in how every job is handled: straight answers, clear quotes, and a call back when we say you’ll get one.
- You talk to real people who know your job
- Free estimates, explained up front
- 24-hour emergency service, seven days a week
Experience
Recent work
Commercial Renovation
Full interior renovation for Devon Printing Inc., a Chicago commercial print facility — build-out, finishes, and systems work.
Storefront Conversion
Coach-house and storefront conversion project — structural, interior, and site work for a mixed-use property.
Cleanouts & Hauling
Property cleanouts, debris removal, and bulk hauling for residential and commercial clients across the Chicago area.
Contact
If it don’t work, call Perk!
- Email: headtotoeenterprise@gmail.com
- Based in: Chicago, Illinois
- Service area: Chicago & surrounding areas
- Hours: 24-hour emergency service
Request a quote
Services
What we do
Eight trades, one call. Tap a service for details.
Demolition
Head To Toe Demolition and Junk RemovalInterior & full-structure teardown, site clearing.
Junk Removal & Hauling
Head To Toe Demolition and Junk RemovalCleanouts, debris, furniture, and bulk hauling.
HVAC
Perks HVAC LLCHeating & cooling install, repair, and piping.
Sewer & Drain
Da Sewer GuysDrain cleaning, camera inspection, line repair.
Roofing
Repairs, tear-offs, and full replacement.
Solar
Wayne’s World Solar LLCRooftop solar panel installation.
Electrical
Residential electrical work and electronics.
Pest Control
Head To Toe Pest ControlInsect & rodent treatment, one-time or recurring.
Not sure which trade you need?
Call us — we’ll sort it out. 24-hour emergency service.
Call 773-505-6316Head To Toe Demolition and Junk Removal
Demolition
Safe, controlled teardown — from a single room to a full structure — by Head To Toe Demolition and Junk Removal, a Head To Toe Enterprise LLC company.
- Interior demolition & gut-outs
- Full-structure demolition
- Garage, shed & outbuilding removal
- Concrete and site clearing
- All debris hauled away — site left clean
- OSHA-certified, hazmat-certified crew leadership
Home › Services › Junk Removal
Head To Toe Demolition and Junk Removal
Junk Removal & Hauling
You point — we haul. Fast cleanouts for homes, rentals, and job sites — by Head To Toe Demolition and Junk Removal, a Head To Toe Enterprise LLC company.
- Full property & estate cleanouts
- Furniture, appliances & bulk items
- Construction debris removal
- Eviction & foreclosure cleanouts
- Same-week service in the Chicago area
Perks HVAC LLC
HVAC Installation & Repair
“If it don’t work, call Perk!”
Heating and cooling that works when Chicago weather doesn’t — by Perks HVAC LLC, a Head To Toe Enterprise LLC company.
- Furnace & air conditioner installation
- Repair & troubleshooting
- Rooftop & commercial units
- HVAC-related piping — condensate drains, hydronic lines
- 24-hour emergency service
No heat? No cooling?
If it don’t work, call Perk! 24-hour emergency service.
Call 773-505-6316 Visit PerksHVAC.com ↗Home › Services › Sewer & Drain
Da Sewer Guys
Sewer & Drain Services
We find the blockage, clear it, and show you the line on camera — by Da Sewer Guys, a Head To Toe Enterprise LLC company.
- Drain cleaning & rodding
- Sewer camera inspection
- Main line & floor drain service
- Sewer line repair coordination
- 24-hour emergency service
Other services
Service
Roofing
Repairs and full replacements, done right the first time.
- Leak repair & patching
- Shingle tear-offs & re-roofs
- Full roof replacement
- Flashing & ventilation
- Storm damage response
Wayne’s World Solar LLC
Solar Installation
“Love your energy™”
Rooftop solar, installed by a contractor who knows roofs — by Wayne’s World Solar LLC, a Head To Toe Enterprise LLC company.
- Residential rooftop solar panels
- Mounting & racking systems
- Panel replacement & additions
- Roof prep before installation
Service
Residential Electrical
Safe, dependable electrical work for your home.
- Panel & breaker work
- Outlets, switches & lighting
- Troubleshooting & repairs
- Electronics & low-voltage hookups
- 24-hour emergency service
Home › Services › Pest Control
Head To Toe Pest Control
Pest Control
Certified pest control for homes, rentals, and commercial properties — by Head To Toe Pest Control, a Head To Toe Enterprise LLC company.
- General pest treatment — ants, roaches, spiders & more
- Rodent control — mice & rats
- Bed bug treatment
- Interior & exterior treatments
- One-time service & recurring plans
- Pest control certified