HeyMilo Raises $3.9M to Launch AI Hiring Assistant

HeyMilo, the New York‑based AI interview agent, announced a $3.9 million Series A round led by Two Sigma Ventures. The funding will accelerate development of its end‑to‑end hiring assistant that automates outreach, screening, real‑time adaptive interviewing, and evaluation while prioritizing fairness and cutting recruitment costs.

Funding Overview

The Series A round provides capital to expand product engineering, enhance bias‑mitigation research, and integrate with leading applicant‑tracking systems. Investors recognize HeyMilo’s potential to transform the most error‑prone stage of talent acquisition.

AI‑Powered Interview Platform

Fairness‑First Adaptive Interviewing

HeyMilo’s interview agent adjusts its line of questioning on the fly based on candidate responses, creating a natural dialogue and reducing human bias. The platform records audio or video sessions and generates concise evaluation summaries without continuous human supervision.

Autonomous Recruiting Workflow

The solution handles candidate outreach, resume parsing, interview scheduling, real‑time questioning, and post‑interview analytics, delivering a fully automated hiring pipeline from start to finish.

Market Opportunity

Enterprises are rapidly adopting AI agents to streamline high‑touch processes. An end‑to‑end hiring assistant meets growing demand for scalable, reliable recruitment tools that can operate across the entire talent funnel.

Cost Savings & Efficiency

  • Reduced time‑to‑hire: Automation shortens recruitment cycles by up to 40 %.
  • Lower per‑hire costs: Eliminating manual outreach and screening cuts hiring expenses.
  • Improved candidate engagement: Consistent interview experiences boost candidate satisfaction.

Product Roadmap

Real‑Time Questioning Engine

Future releases will enhance the adaptive questioning engine, supporting more languages and deeper contextual understanding.

ATS Integrations

Seamless connectors to major applicant‑tracking systems will allow HR teams to embed the AI assistant directly into existing workflows.

Bias‑Mitigation Research

Ongoing research will refine fairness algorithms, ensuring auditability and compliance with emerging AI governance standards.

Competitive Landscape

While many AI tools focus on single‑task automation, HeyMilo differentiates itself by delivering a comprehensive, end‑to‑end hiring solution that combines outreach, interviewing, and evaluation in one autonomous agent.

Future Outlook

With fresh capital and a clear product vision, HeyMilo is positioned to reshape hiring economics, delivering faster, cheaper, and more equitable talent acquisition for enterprises seeking a competitive edge in the talent market.