HeyMilo
AI recruiter for high-volume hiring (New York, founded 2023, $6M raised, SOC 2). Its open roles are paid, recorded conversations for AI training, $40 to $100/hr.
What is HeyMilo?
HeyMilo sells an AI recruiter for teams swamped by applications. It screens and interviews applicants by SMS, forms, phone, voice, video and skill assessments, scores them, and syncs structured reports and recordings into the employer's applicant tracking system, with integrations for Workday, UKG, Ashby, SmartRecruiters, Bullhorn, Greenhouse, iCIMS, Teamtailor and Workable. It targets corporate recruiters, staffing agencies, BPOs, data annotation companies and franchises, says it works in more than 20 languages, and claims over 1.4 million candidates screened. Listed customers include Coca-Cola, Intuit, AB InBev, Bridgestone, Neo Financial, ChristianaCare and BairesDev, and press coverage names Randstad and WilsonHCG. It advertises SOC 2, GDPR compliance and third-party bias audits. HeyMilo was founded in 2023, is based in New York, and is led by co-founder and CEO Sabashan Ragavan. It announced $6 million in total funding in June 2026, led by Category Ventures with Canaan Partners, Alumni Ventures and ERA. Worth knowing before you apply: the five roles on its job board are not jobs at HeyMilo. Posted on 16 October 2026 under "HeyMilo Labs", they are paid, recorded conversations between two professionals in the same field, which the postings say will help train and evaluate AI systems. Contributors work as independent contractors at $40 to $100 an hour. The postings say recordings may be licensed to AI developers, that you appear on video with your face visible and filters off, and that the rate, time commitment and licensing terms are shared before you accept an assignment. HeyMilo's main website does not mention this programme.
Mission & values
Help employers screen every candidate with fair, consistent, defensible evaluations, at the volume that overwhelms human recruiters.
Qualifications
The open roles are contributor assignments, not staff positions, and each one asks for working experience in a specific field: legal work (attorney, counsel, paralegal or another substantive legal role), B2B sales as an account executive, customer success management, UX research, or product management. The task is a recorded, unscripted conversation with another professional from the same field. You discuss a topic, debate how to handle a realistic but fictional or anonymized scenario, defend your position with reasoning, and respectfully challenge the other person's assumptions. Fluent spoken communication in the session language matters more than formal credentials, and professional acting experience is optional. You need a quiet room, reliable internet, a clear microphone and a webcam, and you must be comfortable on video with your face visible and filters and background blur off. Applicants share their background, specialties, availability, time zone and spoken languages, then go through an initial screening before a paid session. Before you commit, read the terms you are shown: the postings say recordings may be licensed to AI developers, and that the rate, expected time and recording-use and licensing terms are given before you accept. Do not share confidential or privileged client information; the postings ask for fictional or anonymized examples. Confirm how and when you are paid, and in which currency, since the postings do not say.
Leadership
Sabashan Ragavan
Co-Founder & Chief Executive Officer
Co-founded HeyMilo in 2023 and leads it as CEO, building an AI recruiter for high-volume hiring. Quoted in the June 2026 funding announcement.
Hiring process
-
1
Apply on HeyMilo's Ashby board
Share your professional background, specialties, availability, time zone and spoken languages at jobs.ashbyhq.com/heymilo.
-
2
Initial screening
Selected applicants are invited after a screening, per the postings. Details of the screening are not published.
About 7 days
-
3
Read the recording terms
Rate, time commitment and recording-use and licensing terms are shared before you accept. Recordings may be licensed to AI developers.
-
4
Paid recorded conversation
An unscripted, on-camera discussion with another professional from your field, debating a fictional or anonymized scenario.
About 14 days
Funding
Company information
- Industry: AI Recruiting Software / HR Technology
- Location: New York, NY, USA (remote contributor roles)
- Founded: 2023
- Website: www.heymilo.ai ↗
- LinkedIn: Company page ↗