Landscape Maintenance Estimator — Tailored Plans & Close

Outerland; Mashpee (MA); On-site; USD 75,000 - 100,000; Full time

Job summary

Outerland in Mashpee, MA is seeking a Landscape Maintenance Estimator. You’ll be the client’s first experience with us, blending consulting, sales and horticultural problem solving to read a property, understand goals, and design a maintenance plan that fits budget and values.

You’ll own inbound leads from handshake to signed proposal, walk sites with clients, build tailored plans, present precise estimates, lead initial meetings, and hand off to account managers.

Qualifications

• 3+ years in sales or account management; landscaping experience preferred but not required.
• Knowledge of landscape maintenance or drive to learn quickly.
• Consultative style with strong questions, listening, and value communication.
• Self-directed, detail-oriented, highly organized.

Responsibilities

• Own inbound leads from first handshake to signed proposal and follow-up.
• Walk properties with prospective clients, assess priorities and communicate value.
• Build tailored maintenance plans around site conditions, goals, and budgets.
• Prepare accurate, detailed estimates and present proposals you stand behind.
• Lead initial client meetings, set expectations, answer follow-ups, close the sale.
• Onboard new clients and hand off to account managers with complete notes.
• Identify upsell opportunities during site visits and relay to account management.
• Manage sales pipeline in our CRM and track performance against budget.
• Track and manage sales performance against the sales budget.

Skills

Sales experience

Account management

Consultative selling

Attention to detail

Organizational skills

Tools

CRM

Job description

Outerland in Mashpee, MA is seeking a Landscape Maintenance Estimator. You’ll be the client’s first experience with us, blending consulting, sales and horticultural problem solving to read a property, understand goals, and design a maintenance plan that fits budget and values.

You’ll own inbound leads from handshake to signed proposal, walk sites with clients, build tailored plans, present precise estimates, lead initial meetings, and hand off to account managers.