Enter a job title or keyword

Landscape Maintenance Estimator

Outerland Holdings


Job Location:

Mashpee, MA - USA

Yearly Salary: USD 75000 - 100000
Posted: 7 August 2026 (29 days ago)
Application Deadline: 4 November 2026
Vacancies: 1 Vacancy

Job Summary

Were looking for a Landscape Maintenance Estimator to be the person prospective clients meet first and are excited to work with. Its part consulting part sales part horticultural problem-solving: youll read a property understand what the client cares about design a maintenance plan that fits their goals and their budget and hand off a relationship our account managers are excited to inherit. New clients will walk away with the impression that we communicate we care and theyre a big deal to us.


What Youll Do

  • Own inbound leads from first handshake to signed proposal with follow-up that never leaves anyone wondering
  • Walk properties with prospective clients listen to their priorities assess conditions spot what they havent noticed yet
  • Build tailored maintenance plans around site conditions client goals and real budgets
  • Put together accurate detailed estimates and present proposals you can stand behind
  • Lead the initial client meeting set clear expectations answer the follow-up questions and close the sale
  • Onboard new clients and hand off cleanly to their account manager - site notes scope and preferences all in one place
  • Catch enhancement and upsell opportunities during site visits and pass them to the account management team
  • Keep leads site visits and proposals current in our CRM
  • Track and manage your performance against the sales budget

What You Bring

  • 3 years in sales or account management. Landscaping or green industry experience is a plus not a requirement
  • A working knowledge of landscape maintenance plant material and the problems properties tend to have
  • A consultative style: you ask good questions and listen more than you pitch
  • Self-direction ruthless attention to detail and the organizational skills to keep an up-to-date pipeline

What We Offer

  • $75000 - $100000 base salary depending on experience plus a performance-based bonus
  • Company vehicle
  • Company-provided phone laptop and every tool you need to do the job right
  • A crew that delivers on what you sell so you can promise confidently and sleep well
  • 401(k) matching program
  • Health dental and vision insurance and other supplemental insurance
Salary Description
$75K - $100K

About Company

Company Logo

With 30 years of expertise, we offer a full suite of services for your outdoor spaces—landscaping, installation, irrigation, and snow removal

View Profile View Profile