Senior Account Executive

HeyMilo AI

$80K — $120K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of sales experience in a SaaS environment.
  • Proven track record of exceeding sales quotas and managing complex deals.
  • Strong communication skills with the ability to demystify technical concepts for executives.
  • Experience working with multi-stakeholder groups across various business functions.
  • Familiarity with artificial intelligence in hiring processes.
  • Ability to thrive in a fast-paced, competitive environment.
  • Demonstrated focus on customer success and delivering tangible outcomes.

Responsibilities

  • Own the complete sales cycle from prospecting to closing deals.
  • Manage and negotiate complex 5- and 6-figure transactions across various departments.
  • Demonstrate product superiority over competitors in terms of accuracy and speed.
  • Engage with executives from diverse sectors including staffing and BPOs.
  • Identify and analyze client pain points to drive sales urgency and ROI decisions.
  • Collaborate with cross-functional teams for effective customer onboarding and support.
  • Act with agility and precision to capitalize on market growth opportunities.

Benefits

  • Collaborative work environment with cross-functional teamwork.
  • Opportunities for professional growth and development.
  • Engagement with innovative technology and product offerings.
  • Dynamic and competitive company culture with a focus on excellence.
  • Possibility to influence product and market strategy.
Full Job Description
What You Will Do
  • 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.


Who You Are
  • 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.

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