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Digger Demolition

About Digger Demolition
Annapolis, MD

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Annapolis, MD

The Contractor's Contractor in Annapolis

Annapolis does not give contractors much room to work. Historic district setbacks, waterfront lots with Critical Area restrictions, streets laid out before trucks existed, and neighbors close enough to hear every hammer.

That is exactly the kind of site we are built for. When a teardown gets too tight, too technical, or too regulated for a conventional crew, other contractors call us.

Diggin’ Done Right.


Our Story

Why Annapolis Projects Come to Us

Why Annapolis Projects Come to Us

Much of downtown Annapolis sits under historic preservation review. Structures often cannot come down conventionally, and in many cases only part of a building is coming down at all.

Selective demolition, hand demolition where machines cannot reach, and structural work on party walls are core capabilities for us, not occasional exceptions.

Waterfront and Critical Area Experience

Properties along Spa Creek, Back Creek, and the Severn River fall inside the Chesapeake Bay Critical Area, where the 100-foot buffer, sediment control, and erosion requirements shape the entire project sequence.

We already handle pond work, stream restoration, and erosion control as core services. On Annapolis waterfront jobs, that work is not an add-on. It is planned into the scope from day one.

Anne Arundel County Ground Conditions

Coastal plain soils behave nothing like the karst limestone we work in western Maryland. High water tables, unstable sandy and clay-heavy fill, and tidal influence near the water all change how a site gets excavated and backfilled.

We sequence for those conditions rather than discovering them mid-project.


Annapolis, MD

Our Story

A New Company Built on Generations of Experience

Digger Demolition was founded in 2019 by Donna Howell as a woman-owned business. The company is led by professionals whose roots in demolition, construction, and recycling go back three generations across the Mid-Atlantic.

The company is young. The people running it are not.

The Experience Behind the Name

Tom Kline, Director of Field Operations, brings 46+ years of hands-on industry experience to every project we bid. Our leadership team has collectively overseen more than $1.5 billion in construction projects and completed 47+ design-build projects.

Representative work our leadership has directed:

Project Scale
Frederick Carroll Creek Flood Control Project 60,000+ cubic yards of concrete
Route 200, Montgomery County, MD 500,000+ tons of hot mix asphalt, full corridor
Career total, principal $1 billion+ completed in the ground

Why We Do This Work

Demolition has a reputation problem. People picture recklessness. We see the opposite, a discipline where precision and planning decide whether everyone goes home safely.

As our team puts it: “We’re home wreckers, that’s what we do. Some people say it’s dangerous but it’s what we do every day… but we do it safely.”

That is the whole motivation. Take the hardest jobs, do them right, send everyone home.

How We Work

Safety Is the Method, Not the Paperwork

Demolition is inherently dangerous. That is precisely why it demands the most rigorous process on the jobsite, not a binder that gets signed and shelved.

Our company slogan says it plainly: “Our most valuable resource, OUR EMPLOYEES.” That culture has earned us numerous industry safety and quality awards.

Excellence as a Standard

Our philosophy: “Excellence is as important to us as it is for our clients.” We work for municipal, commercial, and residential clients, and the standard does not move between them.

Technical Demolition, Not Just Big Demolition

Plenty of contractors can drop a building in an open field. Fewer can take one down between two occupied structures, on a live site, on a fixed schedule.

What every Annapolis project gets from us:

  • Expert project management: one point of accountability from walkthrough to final grade
  • Problem-solving first: we engineer the sequence before equipment mobilizes
  • Precision: selective and structural demolition where a heavy-handed approach costs more in repairs than it saves
  • Emergency response: when a structure fails or a site becomes unsafe, we mobilize
  • Cost-effective solutions: on-site concrete crushing turns disposal cost into usable material
  • Reliability: the schedule we give you is the schedule we hold

Credentials & Recognition

  • Woman-owned business, founded 2019
  • Fully licensed and insured
  • Numerous industry safety awards
  • Quality construction awards
  • 47+ design-build projects completed
  • $1.5B+ in construction projects overseen by leadership

Our Work

What We Do in Annapolis

We’re a full-service demolition and site work contractor. Our core services include:
Demolition Site Work Specialty
Heavy & technical demolition Excavation & grading Pond work & stream restoration
Commercial & residential demolition Site work & pad prep Erosion control & site restoration
House & garage demolition Land clearing Pool removal
Selective & interior demolition Road building Hydraulic hammer rental
Concrete removal & crushing Trenching Trucking

Areas Served In and Around
Annapolis, MD


Get A Free Estimate in Annapolis, MD

Contact Digger Demolition

Whether you have a straightforward teardown or a project three other contractors have already passed on, we’ll walk the site and give you a straight answer.

Call Us Direct

(410) 267-4955

Email Us

info@diggerdemolition.com

Find Us On Google

Serving Annapolis and All of Anne Arundel County, MD

Business Hours

Mon–Fri: 7:00 AM – 7:00 PM • 24/7 Emergency Service

Schedule Your Site Estimate

Call Digger Demolition at (410) 267-4955 or reach out below.

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That’s what “Diggin’ Done Right” means on your project.

Emergency Structural Clearance

Rapid-response emergency stabilization and removal of storm-damaged residential structure adhering to city safety ordinances.

Commercial Asphalt Demolition

Full-depth asphalt parking lot milling, sub-base excavation, and haul-away for a harbor redevelopment project.

15-Acre Commercial Land Clearing

Heavy vegetation removal, stump grinding, forestry mulching, and site pads leveling for a mixed-use commercial center.

Precision Site Prep & Grading

Sub-grade preparation, cut-and-fill leveling, laser grading, and storm retention trenching for a new industrial distribution park.

Full Residential Teardown

Complete single-family home demolition including basement foundation excavation, utility cap-off, and backfill for new custom construction.

Industrial Concrete Slab Removal

Hydraulic hammer breaking and hauling of a 12-inch reinforced concrete pad, recycled on-site into aggregate base.

Commercial Interior Gut-Out

Complete structural tear-down of a 4-story retail facility including hazardous material abatement, steel recovery, and crushed concrete site prep.

Multi-Story Commercial Demolition

Complete structural tear-down of a 4-story retail facility including hazardous material abatement, steel recovery, and crushed concrete site prep.