Account Executive – Mid Market

🕒 April 1

🌽 Illinois, New York – Remote

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⏰ Full Time

🟠 Senior

🔴 Lead

🧑‍💼 Account Executive

🦅 H1B Visa Sponsor

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Logo of AI Squared

AI Squared

11 - 50 employees

🤖 Artificial Intelligence

🏢 Enterprise

☁️ SaaS

Artificial Intelligence • Enterprise • SaaS

AI Squared is a company that specializes in accelerating the delivery of data and AI insights into business applications. They offer platform data activation capabilities with tools like enterprise reverse ETL, open-source reverse ETL, and ML Ops to operationalize machine learning and large language models. AI Squared focuses on bridging the gap between AI consumers and developers through collaboration and AI refinement, aiming to optimize workflows and decision-making by embedding AI insights directly into user interfaces. Their solutions help companies contextualize actionable insights through data and AI, enhancing collaboration between data scientists and business users, and fine-tuning ML model performance for better business adoption.

📋 Description

• Proactively identify and pursue prospects and new business opportunities to secure new logos, expanding the company’s customer base. • Use a consultative approach to understand prospective clients’ business challenges and articulate the value of our platform in solving their data and AI needs. • Build relationships with senior decision-makers, including CIOs, CTOs, and data and business leaders, to establish trust and influence decision-making. • Build and manage a robust sales pipeline, ensuring consistent achievement of sales targets and KPIs. • Utilize various tools and strategies (e.g., cold outreach, networking, events) to engage potential customers and qualify leads. • Manage the entire sales process, including prospecting, discovery, solution presentation, negotiation, and contract closing. • Stay informed about industry trends, competitors, and market conditions to identify opportunities and position the company’s offerings effectively. • Partner with marketing, product, and other internal teams to create compelling go-to-market strategies and ensure smooth onboarding for new clients. • Maintain accurate records of prospect interactions, sales activities, and progress in CRM systems (e.g., Salesforce, HubSpot).

🎯 Requirements

• 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. • 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). • Strong working knowledge of CRM systems, pipeline management, forecasting, and reporting.

🏖️ Benefits

• Flexible work arrangements

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