Demo

Strategic Enterprise Account Executive

Makena
Naples, FL Full Time
POSTED ON 4/10/2026
AVAILABLE BEFORE 8/5/2026

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

• Run full-cycle enterprise sales: outreach → discovery → demo → proposal → negotiation → close

• 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.

Ideal candidates:

• 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

• Commission-only, uncapped

• 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:

  1. Resume or LinkedIn profile
  2. 2–3 notable sales wins (include deal size / cycle length if possible)
  3. Any direct connections you have in these industries — name the firms if you can

Salary.com Estimation for Strategic Enterprise Account Executive in Naples, FL
$68,697 to $93,522
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