Landscape Maintenance Estimator

Outerland Holdings, LLC • Mashpee, MA

4d • $75,000 - $100,000 • Onsite

About The Position

We’re looking for a Landscape Maintenance Estimator to be the person prospective clients meet first and are excited to work with. It’s part consulting, part sales, part horticultural problem-solving: you’ll 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 they’re a big deal to us.

Requirements

• 3+ years in sales or account management
• 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

Nice To Haves

• Landscaping or green industry experience is a plus, not a requirement

Responsibilities

• 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 haven’t 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

Benefits

• $75,000 - $100,000 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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed