LANDSCAPE APPRENTICE

LANDSCAPE APPRENTICE — SKYLINE EXTERIORS

*Chicago, Illinois · Full-Time · No Experience Required*

We started by knocking on doors and cutting grass.

That is the honest version of this story. A few years ago, Skyline Exteriors was a young company with big ambitions and not much else. We built it from the ground up — project by project, client by client, neighborhood by neighborhood — on the North Shore of Chicago.

Today, Skyline is one of the fastest-growing premium outdoor living companies in Chicagoland. We design and build extraordinary outdoor spaces for homeowners in Winnetka, Glencoe, Lake Forest, Highland Park, Wilmette, Hinsdale, Barrington, and beyond. Full backyard transformations. Custom patios and pergolas. Outdoor kitchens and dining spaces. Lighting systems. Planting designs. Hardscape and softscape installations built to a standard that the best neighborhoods in Chicago expect and that we refuse to compromise on.

Our clients invest $30,000 to $150,000 in the spaces we build for them. They choose us not because we are the cheapest option — we are not — but because they have seen what we do for their neighbors and they want exactly that. The work is serious. The craft is real. And the company doing it is growing faster than almost anyone in this market.

We are looking for our next Landscape Apprentice. Someone who wants to be part of what we are building — not just someone to fill a spot on a crew.

What Skyline actually does — and why it matters

Most people do not realize how transformative this work is until they see it happen.

We take a flat, neglected, underused backyard and turn it into the space a family actually lives in. A homeowner in Lake Forest who has been staring at the same cracked concrete patio for six years walks out the morning after we finish and sees a custom natural stone patio with a built-in outdoor kitchen, a cedar pergola overhead, landscape lighting that makes it usable after dark, and plantings that m...