Full-Time

Account Executive

Mid Market

AI Sqaured

AI Sqaured

51-200 employees

Integrates AI models into business apps

No salary listed

New York, NY, USA + 1 more

More locations: Illinois, USA

Remote

Category
Sales & Account Management (1)
Required Skills
Forecasting
Cold Calling
HubSpot
Salesforce
Data Analysis

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Requirements
  • 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.
  • Location: Remote but with a high preference to candidates located within the New York City and Chicago metropolitan areas.
  • Education: Bachelor’s degree in business, marketing, or a related field; MBA is a plus.
  • 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.
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.
Desired Qualifications
  • MBA is a plus.
  • 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.

Squared.ai builds and deploys AI-powered solutions for businesses by integrating predictive and generative AI into business applications. It bridges data science and business teams to enable rapid AI projects and adoption without long development cycles. The platform prepares foundational models and LLMs, enables real-time integration with mission-critical apps, and provides user-friendly interfaces plus real-time performance monitoring. Its goal is to democratize AI-driven decision-making by delivering timely AI-powered insights within existing web apps and workflows.

Company Size

51-200

Company Stage

Series A

Total Funding

$19.8M

Headquarters

Washington DC, District of Columbia

Founded

2021

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Simplify Jobs

Simplify's Take

What believers are saying

  • Raised $13.8M Series A in April 2024 led by Ansa Capital.
  • Partnered with UNIFI Music for AI artist management integration.
  • Completed first acquisition post-funding to enhance AI maintenance.

What critics are saying

  • C3.ai erodes differentiation with superior scale in Fortune 500 clients.
  • DataRobot automates deployments 3x faster, capturing mid-market share.
  • H2O.ai's free tier drives SMB churn via open-source monitoring.

What makes AI Sqaured unique

  • Sparx unifies sales, finance, operations data for instant AI insights without coding.
  • Platform reduces AI integration from months to hours via no-code connections.
  • Real-time monitoring auto-tunes models for seamless business app embedding.

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Benefits

Hybrid Work Options

Flexible Work Hours

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

2%

2 year growth

12%
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