Founding Enterprise Account Executive (Cicero Interview Software)

Job Title: Founding Enterprise Account Executive (Cicero Interview Software)
Location: US/Canada (Remote)

Company Profile:
For over 40 years, CGS has empowered global enterprises, regional companies, and government agencies to achieve breakthrough performance through business applications, enterprise learning, and outsourcing services. Headquartered in New York City, with offices worldwide, CGS focuses on delivering comprehensive solutions that meet clients’ complex, multi-dimensional challenges. Our latest venture, CGS Immersive, brings together cutting-edge technology and transformative learning experiences. We have created Cicero (AI platform), a revolutionary role-playing solution designed to supercharge workforce capabilities across sales, leadership, and customer support functions.

Cicero Interview Software Solution:
Cicero Interview is a point solution on the Cicero AI Platform from CGS Immersive. We conduct structured, explainable, resume‑aware interviews at massive scale—in multiple languages—with native identity + liveness verification and audit‑ready shortlists managers trust. Where others automate fragments (scheduling, summaries, generic question banks), Cicero unifies the interview into a compliant, defensible decision workflow.

Role Overview:
We’re hiring a hands‑on Founding Enterprise AE to open and close new subscription logos, fast. You’ll be the tip of the spear alongside our President and product leadership.

Key Responsibilities:

• Manage end-to-end enterprise sales, from targeting accounts to closing deals.


• Lead pilots that demonstrate value and drive annual subscriptions.


• Work with Procurement, Legal, InfoSec, and HRIT/ATS systems to finalize agreements.


• Collaborate with leadership and marketing for effective deal strategy.


• Maintain a qualified pipeline with accurate forecasting.


• Drive new ARR with major HR and Talent clients.


• Start with key use cases and broaden adoption.


• Address concerns about regulation, fairness, and fraud to encourage buying.

Required Qualifications:

• Must have 5–10+ years of experience selling enterprise SaaS, ideally in HR technology or workflow/AI, with a strong track record of closing six‑figure subscriptions and complex, multi‑stakeholder deals.


• Must be well-versed in the TA/HR market, engaging buyers such as CHROs, Heads of Talent, TA Ops, HRIT, Compliance, and InfoSec professionals.


• Comfortable selling solutions related to fairness, explainability, audits, and identity verification.


• Possess a builder mindset: proactively prospecting, structuring sales sequences, and generating pipeline rather than waiting for complete sales collateral.


• Able to communicate clearly and efficiently through demos, whiteboarding, and writing.


• Preferred qualifications include successful launches of new categories or point solutions, EMEA experience, and background in channel or alliance management.


• Strong preference for candidates with proven success in selling Greenhouse ATS or at companies targeting Greenhouse as a client.