---
title: 'Account Executive - Enterprise at AI Squared'
canonical: 'https://feeny.ai/job/account-executive-enterprise-ai-squared-remote-mhcbgqcfsh6m'
type: 'job'
last_seen: '2026-09-11'
---

# Account Executive - Enterprise at AI Squared

- **Company:** AI Squared
- **Location:** Remote
- **Work type:** remote
- **Posted:** 2025-11-26
- **Last confirmed live:** 2026-09-11
- **Apply:** https://job-boards.greenhouse.io/aisquared/jobs/4621297006

## Job description

Position Overview

We are seeking a dynamic and results-driven Strategic Account Executive to focus on acquiring new customers and expanding our market presence in the enterprise segment. In this role, you will help large, complex organizations adopt and scale our cutting-edge data, AI, and analytics platform to drive transformation at scale. You will own the entire sales cycle, from strategic prospecting to contract execution and work closely with senior technical and business stakeholders to deliver high-impact, tailored solutions. This role is pivotal in driving revenue growth through the pursuit, development, and closure of high-value enterprise opportunities. The ideal candidate thrives in highly complex sales environments, is trusted at the executive level, and knows how to move big deals forward.

## Key Responsibilities

- Enterprise New Business Development: Identify, qualify, and pursue large-scale enterprise opportunities to secure new logos and major expansion deals.

- Solution Selling: Use a consultative, value-based approach to diagnose enterprise challenges and align our platform to business and technical objectives.

- Executive Engagement: Build deep relationships with C-suite and VP-level leaders including CIOs, CTOs, CDOs, and business unit heads.

- Strategic Pipeline Management: Develop and manage a strong, high-value pipeline with clear deal strategy, close plans, and accurate forecasting.

- Targeted Prospecting: Execute strategic outreach including account-based selling, executive-level networking, and event-based engagement.

- Complex Sales Cycle Management: Lead all phases of multi-stakeholder, multi-month enterprise sales cycles including discovery, demos, proposals, business cases, negotiations, and closure.

- Market & Account Intelligence: Monitor industry trends, account priorities, budgets, and competitive activity to identify and shape opportunities.

- Cross-Functional Leadership: Partner with marketing, product, customer success, and leadership to support enterprise deal strategy and post-sale success.

- CRM Discipline: Maintain detailed and accurate activity, pipeline, and account information in CRM systems (Salesforce/HubSpot or equivalent).

- Revenue Performance: Consistently meet or exceed enterprise quota targets and key performance indicators.

## Qualifications

Location:  Remote with a high preference for candidates within the NYC & Chicago metro area(s).

## Experience

10+ years of enterprise sales experience with a strong record of closing large, complex deals (6–7+ figure ACVs), preferably selling SaaS, data, AI, or analytics platforms.

Education Bachelor’s degree in business, marketing, or a related field; MBA is a plus.

## Skills

- Proven ability to prospect, develop, and close enterprise level opportunities

- Experience managing full cycle, multi stakeholder enterprise sales motions

- Strong command of structured sales methodologies (MEDDICC, Challenger, Spin, etc.)

- Executive level communication, presentation, and influence skills

- Proven ability to navigate complex buying groups and long procurement cycles

- Expertise in building business cases and articulating ROI at scale

- Comfortable delivering executive-level demos and strategy sessions

- Strong negotiation and closing abilities, including contract and pricing strategy

- Deep familiarity with SaaS models, multi-year contracts, and expansion planning

- Advanced CRM, pipeline management, and forecasting capabilities

- Ability to manage a small number of high-impact accounts with precision and discipline

Attributes

- Confident, strategic, and credible with senior executives

- Results-obsessed with a strong sense of urgency and ownership

- Highly resilient and comfortable operating in ambiguity and long sales cycles

- Strategic thinker with the ability to execute at a tactical level

- Organized, disciplined, and detail-oriented with strong follow-through

- Curious, commercially sharp, and continuously improving

- Comfortable being the quarterback for large, cross-functional deal teams

- Polished, professional, and trusted both internally and externally

- Collaborative but fully capable of running complex deals independently

- Composed under pressure and able to keep momentum through setbacks

## About AI Squared

## Company Overview
- **One-liner**: AISquared provides a secure, low-code platform to operationalize AI by embedding insights directly into enterprise business applications and workflows.
- **Entity Type**: Private (Series A)
- **Headquarters**: Mountain View, California, United States
- **Founded**: 2021
- **Founders**: Napoleon Paxton, Ph.D. (Co-Founder & Chief Data Scientist); Jacob Renn, Ph.D. (Co-Founder & Chief Data Scientist)

## Core Business
- Primary industry/industries: Enterprise AI Infrastructure, Software Development
- Target customers: B2B, Enterprise, Federal/GovCon, Mid-Market, Growth Teams
- Mission or purpose statement: "Shaping the Future of AI" by bridging the gap between cutting-edge AI and real-world impact, ensuring organizations don’t just adopt AI, but thrive with it.

## Products & Services
- **UNIFI**: Enterprise-grade platform for scaling AI beyond pilots. Connects data sources and AI models, orchestrates workflows, secures deployments with defense-grade controls, and embeds AI insights directly into systems like Salesforce, ServiceNow, and Slack.
- **Sparx**: Agentic AI solution for growing businesses, designed for teams that need to operationalize AI without a major infrastructure overhaul.
- **100+ Pre-built Connectors**: Library of connectors across data sources and LLMs, enabling one-click integration to existing data and AI infrastructure.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed
- **Key Metric**: Total Funding of $19.8M; Annual Revenue of $2.5M (per LinkedIn)
- **Notable Investors/Partners**: Ansa Capital (led Series A), New Enterprise Associates (NEA) (led Seed Round); Board includes Greg Papadopoulos, Ph.D. (Venture Partner at NEA), Roger W. Ferguson, Jr. (Former President & CEO at TIAA), and Allan Jean-Baptiste (Co-Founder & Managing Partner at Ansa Capital).
- **Growth Signals**: Acquired Multiwoven in May 2024; trusted by leading financial institutions, complex supply chain organizations, and the United States Department of Defense; LinkedIn followers grew 50.2% year-over-year to 8,193; operates in 5 countries.

## Competitive Advantages
- **Zero Trust Security for Enterprise AI**: Role-based access, audit trails, and encrypted data flows ensure AI operates only within defined boundaries, making it suitable for federal and highly regulated environments.
- **The "Last Mile" Solution**: Directly addresses the common failure point of AI deployment by embedding insights into the business applications where work actually happens, without requiring large engineering lifts.
- **Measurable ROI**: Provides leaders with visibility into adoption, performance, and business impact, claiming 5x faster time-to-value.

## Strategic Focus
- **Scaling AI Adoption**: Moving organizations from stalled pilots to real operational impact.
- **Federal & Enterprise Expansion**: Specifically targeting secure, mission-critical environments with dedicated Federal sales and engineering teams.
- **Platform Ecosystem**: Building out a comprehensive platform (UNIFI + Sparx) that covers the full lifecycle of AI integration, from connection to continuous improvement via user feedback.

## Why Work Here
- **Culture**: Mission-driven, innovation-first, with a focus on "impact over hype." Values include relentless curiosity and security & trust.
- **Hybrid Work Policy**: Flexible model empowering employees to work from home or in offices, with in-person collaboration for key moments of innovation.
- **Offices**: Two vibrant hubs — Mountain View, CA (West Coast HQ for engineering, product, and AI research) and Bangalore, India (cutting-edge AI infrastructure development). Also has a Washington, DC office for federal work.
- **Benefits**: Comprehensive health coverage (medical, dental, vision), equity & competitive compensation, 401(k) matching, generous unlimited PTO, paid parental leave, wellness reimbursements, and employee assistance programs.
- **Engineering Culture**: Focus on building the infrastructure for agentic enterprise AI with a small, fast-growing team (52 employees). Open roles include Backend Engineer, Machine Learning Engineer, Data Scientist, and QA Engineer.

## Sources
1. [aisquared.ai](https://aisquared.ai/)
2. [aisquared.ai/careers](https://aisquared.ai/careers/)
3. [aisquared.ai/about](https://aisquared.ai/about/)
4. [job-boards.greenhouse.io/aisquared](http://job-boards.greenhouse.io/aisquared)
5. [linkedin.com/company/aisquaredinc](https://www.linkedin.com/company/aisquaredinc)

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