---
title: 'Account Executive - Mid Market at AI Squared'
canonical: 'https://feeny.ai/job/account-executive-mid-market-ai-squared-remote-7337a93099ya'
type: 'job'
last_seen: '2026-09-11'
---

# Account Executive - Mid Market at AI Squared

- **Company:** AI Squared
- **Location:** Remote
- **Work type:** remote
- **Posted:** 2025-02-24
- **Last confirmed live:** 2026-09-11
- **Apply:** https://job-boards.greenhouse.io/aisquared/jobs/4448822006

## 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 mid-market segment. In this role, you will focus on helping organizations adopt and leverage our cutting-edge data, AI, and analytics platform to transform their business. You will own the entire sales cycle, from prospecting to closing, and work closely with technical and business stakeholders to deliver innovative, high-value solutions. This role is pivotal in driving revenue growth by identifying, targeting, and closing new business opportunities. The ideal candidate thrives on building relationships, navigating complex sales cycles, and delivering tailored solutions that address prospective clients' needs.

## Key Responsibilities

- New Business Development: Proactively identify and pursue prospects and new business opportunities to secure new logos, expanding the company’s customer base.

- Solution Selling: Use a consultative approach to understand prospective clients’ business challenges and articulate the value of our platform in solving their data and AI needs.

- Executive Engagement: Build relationships with senior decision-makers, including CIOs, CTOs, and data and business leaders, to establish trust and influence decision-making.

- Pipeline Management: Build and manage a robust sales pipeline, ensuring consistent achievement of sales targets and KPIs.

- Prospecting & Outreach: Utilize various tools and strategies (e.g., cold outreach, networking, events) to engage potential customers and qualify leads.

- Consultative Selling: Understand prospective clients' unique challenges and objectives, delivering tailored solutions that demonstrate clear value and ROI.

- Sales Cycle Management: Manage the entire sales process, including prospecting, discovery, solution presentation, negotiation, and contract closing.

- Market Intelligence: Stay informed about industry trends, competitors, and market conditions to identify opportunities and position the company’s offerings effectively.

- Collaboration: Partner with marketing, product, and other internal teams to create compelling go-to-market strategies and ensure smooth onboarding for new clients.

- CRM Mastery: Maintain accurate records of prospect interactions, sales activities, and progress in CRM systems (e.g., Salesforce, HubSpot).

- Metrics & Reporting: Consistently achieve or exceed sales quotas and report on progress, pipeline, and forecast accuracy.

## Qualifications

Location: Remote but with a high preference to candidates located within the NYC & Chicago metro area(s)

## Experience

10+ years in sales or business development, with a proven track record of acquiring new clients, preferably selling SaaS, data, AI, or analytics solutions into the mid-market.

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

## Skills

- Strong prospecting and lead generation expertise, including cold calling, outbound email, LinkedIn/social selling, and event-based networking

- Experience managing high-velocity mid-market sales cycles from first touch to signed contract

- Ability to effectively qualify opportunities using structured methodologies (e.g., MEDDICC, BANT, or similar)

- Excellent communication and storytelling skills, with the ability to present to both technical and non-technical audiences

- Strong negotiation and objection-handling abilities

- Comfort running product demos and solution presentations independently

- Experience selling consultative, value-based solutions with clear ROI articulation

- Familiarity with SaaS business models, subscription-based pricing, and expansion/upsell strategies

- Strong working knowledge of CRM systems, pipeline management, forecasting, and reporting

- Ability to manage multiple deals in parallel while maintaining accuracy and speed

Attributes

- Highly motivated, target-driven professional who takes full ownership of outcomes

- Results-oriented with a healthy competitive edge and a bias for action

- Self-starter who thrives in autonomy and doesn’t need to be micromanaged

- Resilient and persistent — handles rejection without losing momentum or confidence

- Organized, detail-oriented, and disciplined in follow-through

- Curious, coachable, and always looking to improve performance

- Adaptable and flexible in evolving, high-growth environments

- Strong sense of accountability, professionalism, and integrity

- Collaborative team player who also knows how to run their own book of business

- Comfortable with ambiguity and able to make smart decisions with limited information

## 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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