HeyMilo AI

Senior Account Executive

HeyMilo AI

full-time

Posted on:

Location Type: Hybrid

Location: New York City • New York • United States

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Job Level

Senior

About the role

  • Own the full sales cycle—prospecting, discovery, demos, solutioning, negotiation, and closing.
  • Run complex 5- and 6-figure deals with multi-stakeholder buying groups across HR, TA, Operations, IT, Compliance, and Finance.
  • Sell a category-leading product by demonstrating how HeyMilo outperforms competitors in accuracy, speed, fraud detection, and real-world complexity.
  • Lead strategic conversations with executives across staffing agencies, BPOs, and mid-market to Fortune 100 corporates.
  • Diagnose workflows and hiring pain points to drive urgency and ROI-focused decision-making.
  • Collaborate cross-functionally with Product, Engineering, and Customer Success to ensure smooth handoffs and long-term customer success.
  • Execute with speed, precision, and ownership to help capture market share in a rapidly growing category.

Requirements

  • A top-performing AE who consistently exceeds quota and holds themselves to elite standards.
  • A true full-cycle seller capable of independently running outbound, discovery, demo, solution design, negotiation, and close.
  • Experienced navigating complex 5- and 6-figure SaaS deals and presenting to senior leaders.
  • A clear, confident communicator who can simplify technical concepts and speak credibly to executives.
  • Highly competitive with a strong internal drive to win and outperform alternatives.
  • Thrives in a high-growth, fast-moving environment where urgency, ownership, and excellence are the baseline.
  • Have sold agentic AI capabilities to organizations previously.
  • Curious, product-minded, and comfortable understanding integrations, data flows, and real-world hiring operations.
  • Customer-obsessed and committed to delivering outcomes—not just closing deals.
Benefits
  • Join a hyper-growth company transforming high-volume hiring across staffing, corporate recruiting, and BPOs.
  • Sell a product that consistently wins competitive evaluations and delivers clear, measurable ROI.
  • Work alongside a team of top performers who expect excellence and celebrate big wins.
  • Own high-impact deals that directly influence HeyMilo’s growth and market position.
  • Be part of a culture rooted in grit, speed, accountability, and results.
Applicant Tracking System Keywords

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

Hard Skills & Tools
sales cycleprospectingdiscoverydemossolution designnegotiationclosingSaaS dealsAI capabilitiesROI-focused decision-making
Soft Skills
clear communicatorconfident communicatorcompetitiveinternal driveownershipexcellencecuriousproduct-mindedcustomer-obsessedcollaborative