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Strategic Enterprise Account Executive

Makena, Naples, FL, United States


Makena

is an end-to-end property data automation platform for appraisers, insurers, facilities managers, lenders, and property teams. Our flagship product, InstaPlan, uses AI to generate floor plans and inspection data in minutes from a simple smartphone walkthrough.

Location Remote (Global). We operate in a results-only environment—if you can open doors and close, we don’t care where you sit. We’re open to international opportunities and partners.

Note: You should be able to overlap at least 2–3 hours with US time zones for internal coordination.

Why this role, why now The UAD 3.6 mandate is creating an urgent, mandatory workflow shift—driving immediate demand for modern data capture + QC + standardized outputs.

What we’re selling into

Appraisal – UAD 3.6 compliance, faster on-site capture, reduced QC fallout

Facilities management – building documentation and capital planning

Property management – unit turnover inspections and property records

Student housing – move-in/move-out documentation at scale

Insurance – claims, underwriting, and renewals

AEC (Architecture / Engineering / Construction) – building documentation for planning, diligence, and retrofits

What you’ll do

Open doors through warm introductions and industry relationships

Own opportunities that can start at $1M+ and scale into 7–8 figures through multi-site / multi-year rollouts

Work with our team to scope and launch enterprise implementations when needed

Who you are (this is important) We are not hiring entry-level or early-career sales. We’re looking for veteran enterprise closers.

7–15+ years in quota-carrying B2B sales (enterprise / complex deal cycles)

You’ve closed 6–7 figure contracts (or have a very credible track record that supports doing so here)

Comfortable with outbound, but ideally you win with credibility + relationships, not volume spam

Existing network in one or more of the segments above

This is a closing role (not an SDR/BDR or training position).

Compensation

High commission on Year 1 + trailing commissions in Years 2/3

Enterprise deal sizes can start at $1M+ and scale substantially with rollouts

Commission plan details shared in the first conversation

Top performers have a path to a full-time W-2 role with equity + benefits

To apply Send:

Resume or LinkedIn profile

2–3 notable sales wins (include deal size / cycle length if possible)

Any direct connections you have in these industries — name the firms if you can

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