Senior Account Executive

HeyMilo is redefining how companies hire with agentic AI—backed by leading Silicon Valley investors and trusted by top staffing agencies, global BPOs, and Fortune 100 enterprises. Our AI agents automate candidate engagement, eliminate fraud, accelerate screening, and enable hiring teams to make dramatically better decisions with unmatched speed and accuracy.

As demand accelerates across every segment of the recruiting industry, we are rapidly expanding our GTM organization. We’re hiring A-player Account Executives who are obsessed with winning, thrive in high-performance environments, and want to play a defining role in shaping a rocket-ship company. This role is for someone who takes pride in excellence, owns their outcomes end-to-end, and wants to close meaningful deals that reshape how the world hires.

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.

Why Join HeyMilo

• 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.