Enterprise Account Executive

Insightful

Enterprise Account Executive driving revenue through outbound sales for a workforce analytics platform. Collaborating with clients to meet their needs and achieve sales targets.

Posted 5/25/2026full-timeNew York City • New York • 🇺🇸 United StatesMid-LevelSenior💰 $120,000 - $130,000 per yearWebsite

About the role

Key responsibilities & impact

Identify potential clients and prospects within the insightful ICP
Execute an outbound outreach strategy and contribute to its development with your own insights and suggestions
Closely partner with and align with our Marketing team with our ABM motion on target accounts
Maintain an accurate sales pipeline and forecast on a monthly and quarterly basis
Proactively manage key customers’ business needs while they are in trial/POC period
Build multi-threaded relationships across HR, Finance, Operations and various other stakeholders within your opportunities and target accounts.
Manage sales cycles - handling meetings, presentations, business case development, etc
Make sure the clients are satisfied with the software and explore the potential to provide them with more licenses (growth) within a defined timeframe.

Requirements

What you’ll need

4+ years of proven Enterprise Experience - 1000 to 5000+ Employees
Significant Outbound Sales led growth experience.
PLG Experience a plus.
History of consistently closing six-figure complex enterprise deals
Excellent verbal, negotiation, and presentation skills
Bachelor’s Degree, ideally in Business Administration, Sales, or a relevant field
Proficiency in MEDDPICC or SPICED, with a track record of applying these frameworks to compress sales cycles and improve forecast accuracy.
Familiar with building business cases and account stakeholder mapping.

Benefits

Comp & perks

🌐 Worldwide ❌ Jobs You've Hidden ⭐️ Saved Jobs ✅ Applied Jobs ✉️ Email Alerts 👤 Account Insightful Website LinkedIn All Job Openings 51 - 200 employees ☁️ SaaS ⚡ Productivity SaaS
Productivity Insightful is a productivity software company that enables teams to optimize their workflows and increase efficiency. The company offers a range of features including employee monitoring, time and attendance tracking, and productivity insights powered by AI. By analyzing activities in real time, Insightful helps organizations streamline operations, prevent employee burnout, and foster an accountable and efficient work environment. With tools designed for remote, hybrid, and in-office setups, Insightful provides valuable data insights that increase team productivity and support flexible work arrangements. The software integrates seamlessly with over 50 technology tools, and aims to support sustainable productivity through detailed analytics and reports. Enterprise Account Executive 🔥 11 minutes ago 🏢 New York City – Onsite 💵 $120k - $130k / year ⏰ Full Time 🟡 Mid-level 🟠 Senior 🧑‍💼 Account Executive Apply Now Find Hiring Managers Customize resume + cover letter Report problem ☆ Save ☑️ Mark as applied ❌ Hide 📋 Description
Identify potential clients and prospects within the insightful ICP
Execute an outbound outreach strategy and contribute to its development with your own insights and suggestions
Closely partner with and align with our Marketing team with our ABM motion on target accounts
Maintain an accurate sales pipeline and forecast on a monthly and quarterly basis
Proactively manage key customers’ business needs while they are in trial/POC period
Build multi-threaded relationships across HR, Finance, Operations and various other stakeholders within your opportunities and target accounts.
Manage sales cycles - handling meetings, presentations, business case development, etc
Make sure the clients are satisfied with the software and explore the potential to provide them with more licenses (growth) within a defined timeframe. 🎯 Requirements
4+ years of proven Enterprise Experience - 1000 to 5000+ Employees
Significant Outbound Sales led growth experience.
PLG Experience a plus.
History of consistently closing six-figure complex enterprise deals
Excellent verbal, negotiation, and presentation skills
Bachelor’s Degree, ideally in Business Administration, Sales, or a relevant field
Proficiency in MEDDPICC or SPICED, with a track record of applying these frameworks to compress sales cycles and improve forecast accuracy.
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Hard Skills & Tools

outbound salessales pipeline managementbusiness case developmentaccount stakeholder mappingMEDDPICCSPICEDforecast accuracyclosing complex enterprise dealsPLG experience

Soft Skills

verbal communicationnegotiationpresentationrelationship buildingcustomer satisfaction management