The Outdoor Project Specialists

Whatever Your Needs Are…Consider It Done! Let Our Work Speak for Itself.

Get Started Today!

The Outdoor Project Specialists

Whatever Your Needs Are…Consider It Done! Let Our Work Speak for Itself.

Get Started Today!

The Outdoor Project Specialists

Whatever Your Needs Are…Consider It Done! Let Our Work Speak for Itself.

Get Started Today!

Residential and Commercial Lawn Care, Landscaping, and Much More

Greg’s Job Squad Landscaping is here to help you check off those items from your ever-growing to-do list. Our team works with residential and commercial clients across Winona, MN and La Crosse, WI areas to deliver:
  • Landscape Design & Installation 
  • Hardscaping
  • Softscaping
  • Construction
  • Lawn Care & Mowing
  • Seeding, Dethatching, & Aeration
  • Retaining walls, Staircase & Walkway Construction
  • Paver walkways & Natural Stone
  • Deck Construction & Patios
  • Concrete & Stamping
  • Snow Plowing and Removal
  • Spring and Fall Seasonal Cleanups
No matter your vision for your outdoor space, Greg’s Job Squad Landscaping can help you make it into a reality. Call 507-459-4916 today to schedule your project consultation. 

Why Choose Greg's Job Squad?

  • Experience: With years of experience in the landscaping and outdoor solutions industry, we bring a wealth of knowledge and expertise to every project we undertake.


  • Quality Craftsmanship: We take immense pride in our workmanship. Each project is executed with meticulous attention to detail and a commitment to delivering results that exceed your expectations.


  • Custom Designs: Your outdoor space is an extension of your personal style. We work closely with you to understand your vision and create custom solutions that reflect your taste and preferences.


  • Customer Satisfaction: Your satisfaction is our top priority. We believe in open communication and collaboration throughout the entire project, ensuring that you're involved and informed every step of the way.


  • Locally Owned: As a locally owned and operated business, we are deeply rooted in the Winona, MN community. We understand the unique landscape and weather challenges of the area and tailor our solutions accordingly.

★★★★★

Absolutely the highest reccomendation possible. Huge 150+ foott retaining wall installed in less than a month. Greg, Mike, John, Kipp, and Ernie are professional, hard working, honest, and friendly. My kids loved seeing the progress every day and now have a backyard to play in. Additionally, their work supports a admirable charity.


Joseph W.

★★★★★

GOOD PEOPLE.... I didn't have any work done by this company but what I did is run out of gas in the country in front of a house with a Greg's job squad truck in the driveway and by the time I got out to the front of my car the man from the house offered help with two cans of gas as well as money and good conversation and is probably one of the kindest acts to a stranger from a stranger I have seen and it doesn't have anything to do with the jobs from the company it self but it says a lot about the strong character and moral compass of the employee's.. Truly a blessing


Brad j W.

★★★★★

Gregory's Job Squad transformed a unsightly retaining wall and failing steps into a beautiful landscape feature that really enhances our home. Gregory and his team were prompt, professional and exceeded our expectations. Our project was complex, so difficult that several other contractors failed to even give us a bid. They just walked away. We had landscape slopes, a house foundation issue and old deck to integrate and driveway constraints involved. Gregory's Job Squad gave us a fair estimate, scheduled our project immediately, showed up as scheduled and then worked steadily from start to finish. They are a pleasure to work with and we recommend their work.


Nick L.

★★★★★

Job performance from start to finish actually exceeded expectations. Delivery of materials prior to start date and throughout the job, agreed-upon start date, daily workmanship, trucking, machinery and equipment operations, yard restoration and clean-up satisfactorily met in every respect.


Ed H.

★★★★★

Awesome group to deal with! Greg and his team helped plan and execute a project that others never responded to. You know the saying Happy Wife, Happy Wife? We’re very happy.


Tim & Rita M.