Project Manager - Estimator

Portland, United States | Posted on 07/09/2026

Founded in 2005, the mission of Peak Landscape has always been to build long-term relationships based on quality workmanship, technical experience, and great customer service. With our ability to provide all management and enhancement services under one umbrella, we are able to eliminate finger pointing and promote accountability.

Our team currently serves commercial properties stretching from Salem, OR to Seattle, WA. We are committed to ensuring that we continue to provide sustainable solutions in any project involving design, enhancement, tree removal, tree pruning, and management. We look forward to partnering with you to enhance and ensure your landscape investment dollars.

About Peak Landscape

Peak Landscape, Inc. is a commercial landscape company serving the Oregon and Washington markets. We operate across seven service divisions — Maintenance, Enhancement, Tree Care, Irrigation, Plant Health Care, Snow & Ice, and Construction — and we're growing fast. If you're driven, detail-oriented, and take pride in delivering on your commitments, you'll thrive here.

Position Overview

We're looking for an experienced Landscape Project Manager/Estimator who can own a project from proposal to punch list. This is a dual-role position: you'll be out estimating new work and managing the execution of projects you win. You need to be equally comfortable reading a set of plans and talking to a property manager.

What You'll Do

• Estimate landscape enhancement, construction, and improvement projects ranging from $5K to $500K+
• Develop detailed proposals including scope, materials, labor, subcontractor costs, and project timelines
• Manage awarded projects from kickoff through completion, including scheduling, crew coordination, and subcontractor oversight
• Serve as the primary client contact during project execution — communicating clearly, proactively, and professionally
• Conduct site walks and property assessments to identify scope and uncover opportunities
• Coordinate with division leads, Account Managers, and field crews to ensure smooth project handoffs
• Track project budgets, hours, and material costs against estimates; identify and communicate variances early
• Assist with bid strategy and go/no-go decisions on larger opportunities
• Maintain accurate project records in Aspire (our operations platform)

Required:

• 5+ years of commercial landscape experience, with at least 2 years in an estimating or project management role
• Demonstrated ability to produce accurate, competitive bids on landscape enhancement and/or construction projects
• Strong customer-facing communication skills — written and verbal
• Ability to read and interpret landscape plans, blueprints, and specifications
• Proficiency with estimating software and/or CRM tools (Aspire experience a plus)
• Valid driver's license with clean driving record
• Strong organizational skills and the ability to manage multiple projects simultaneously

Preferred:

• Experience in commercial landscape maintenance environments (understanding of ongoing account context)
• Irrigation and/or tree care estimating experience
• Familiarity with the Portland or Seattle commercial real estate market
• OLCA, NALP, or other industry association involvement
• Competitive base salary + performance incentives tied to project margin
• Full benefits package (medical, dental, vision)
• Company vehicle or vehicle allowance
• Tools and technology to do your job well (Aspire, mobile access, estimating resources)
• A leadership team that's growing intentionally and investing in the right people