AI Squared logo
AI Squared

We help companies realize the full value of AI by empowering teams to instantly make any application AI-intelligent

Account Executive – Mid Market

Location

Illinois + 1 moreAll locations: Illinois | New York

Posted

124 days ago

Salary

0

Seniority

Lead

Bachelor Degree10 yrs expEnglish

Job Description

Account Executive – Mid Market

AI Squared

• 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).

Job 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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