AI Squared

Account Executive – Mid Market

AI Squared

full-time

Posted on:

Location Type: Remote

Location: IllinoisNew YorkUnited States

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About the role

  • 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
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
salesbusiness developmentprospectinglead generationpipeline managementforecastingreportingcontract negotiationSaaSanalytics
Soft Skills
consultative approachrelationship buildinginfluencecommunicationtrust establishmentstrategic thinkingcollaborationproblem-solvingadaptabilitynegotiation
Certifications
Bachelor’s degreeMBA