---
title: 'Analyst, Applied AI at HeyMilo'
canonical: 'https://feeny.ai/job/analyst-applied-ai-heymilo-colombo-4wdspnjsm4fn'
type: 'job'
last_seen: '2026-09-09'
---

# Analyst, Applied AI at HeyMilo

- **Company:** HeyMilo
- **Location:** Colombo, Sri Lanka
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-08-05
- **Last confirmed live:** 2026-09-09
- **Apply:** https://jobs.ashbyhq.com/heymilo/d620d30b-7e6f-4b16-bd88-4037a39b1a5f

## Job description

HeyMilo is building AI interviewers that automate and improve hiring through conversational AI. We work closely with companies to bring AI into real hiring workflows. We also run an applied AI team that studies where today's models succeed and fail across verticals.

## THE ROLE

We're hiring an Analyst to join our Applied AI team in Colombo. You'll design the tasks, rubrics, and datasets we use to evaluate AI systems on real-world workflows, and define the ground truth that decides whether a model's attempt counts as correct.

The quality of everything we build downstream depends on the quality of the tasks and ground truth you produce.

## WHAT YOU'LL DO

- Design realistic, multi-step tasks that test AI systems on real-world workflows, and author the grading rubrics that score them
- Build and curate ground-truth datasets from real operational data and domain research
- Review model attempts against your tasks: analyze failure modes, catch scoring loopholes, and identify where models pass for the wrong reasons
- Calibrate task difficulty so results separate models in a meaningful way
- Analyze score distributions across models and turn results into clear, defensible findings
- Contribute to research write-ups and published evaluations alongside our engineers and academic reviewers

## WHAT WE'RE LOOKING FOR

- Master's or PhD in AI, Machine Learning, Computer Science, Statistics, or a closely related quantitative field
- Strong understanding of how large language models are trained and evaluated
- Hands-on experience assessing LLM outputs: evals, annotation, red-teaming, or benchmark work
- Comfortable with Python and data tooling for building datasets and analyzing results
- Exceptional attention to detail and intellectual honesty; you flag a broken task even when the scores look good
- Clear written communication; you can explain a subtle failure mode to both engineers and non-technical readers

## BONUS

- Familiarity with reinforcement learning concepts (reward design, verifiable rewards)
- Experience contributing to published research or open evaluation suites
- Domain knowledge in recruiting, staffing, or other operations-heavy industries

## WHY JOIN

- Ground-floor role on a new applied AI team with direct ownership of what we measure and publish
- Work reviewed by and published alongside experienced researchers
- High visibility, fast-paced, execution-driven environment
- Competitive pay and benefits

## About HeyMilo

## Company Overview
- **One-liner**: HeyMilo provides an AI-powered voice and video agent that automates candidate screening and interviewing for high-volume hiring teams.
- **Entity Type**: Private (Seed stage; raised $6M total)
- **Headquarters**: New York, New York, USA
- **Founded**: 2023
- **Founders**: Sabashan Ragavan (Co-Founder & CEO)

## Core Business
- **Primary industry**: AI recruiting / HR technology
- **Target customers**: B2B – staffing firms, enterprises, franchises, recruitment process outsourcing (RPO) firms, and any organization with high-volume hiring needs
- **Mission or purpose**: To fix high-volume hiring by giving employers a faster, fairer, and more consistent way to screen and evaluate every candidate, regardless of background.

## Products & Services
- **AI Interviewer (Voice & Video)**: A conversational AI agent that conducts live interviews, asks follow-ups, and evaluates candidates using customizable rubrics. Supports 17+ languages. (SaaS)
- **Pre-Screening Control**: Configurable eligibility checks, resume screening, and form-based screening to surface best-fit candidates. (SaaS)
- **Candidate Sourcing**: Integrates with ATS and other data sources to pipe in and rank candidates. (SaaS)
- **Insights & Analytics**: Collects structured interview data, tracks performance trends, and feeds insights back into the ATS. (SaaS)
- **Notetaker**: Captures structured notes from recruiter-led interviews for consistent evaluation data. (SaaS)
- **AI Scenario Assessment**: Evaluates how candidates plan, prompt, and assess AI-generated outputs through live scenarios. (SaaS)
- **Candidate Recommendations**: Identifies and ranks previously screened applicants from the ATS. (SaaS)

## Market Standing
- **Valuation/Market Cap**: Not disclosed
- **Key Metric**: Total funding raised = **$6M** (Seed VC - II, announced June 2026) [cbinsights.com](https://www.cbinsights.com/company/heymilo-ai)
- **Notable Investors/Partners**: Investors include Entrepreneurs Roundtable Accelerator, Alumni Ventures, Canaan Partners, and Category Ventures. Customers include Randstad, WilsonHCG, and Neo Financial. [cbinsights.com](https://www.cbinsights.com/company/heymilo-ai)
- **Growth Signals**: Has screened over 1 million candidates; operates a globally distributed team across New York, Toronto, Colombo, Vancouver, Stockholm, Manila, Brasília, and Phoenix; launched three new AI agent capabilities in 2026 (AI Scenario Assessment, Candidate Recommendations, Notetaker). [heymilo.ai](https://www.heymilo.ai/about) | [cbinsights.com](https://www.cbinsights.com/company/heymilo-ai)

## Competitive Advantages
- **Bias‑free, ethical AI**: Uses third‑party bias audit checks and provides a “trust score” to detect cheating, ensuring fair evaluations.
- **High candidate satisfaction**: Average candidate satisfaction score of 4.6/5 [heymilo.ai](https://www.heymilo.ai/).
- **Customizable & contextual**: Interview questions can be tuned with objective evaluation criteria, mimicking a real recruiter’s judgment.
- **Multilingual support**: 17+ languages and local dialects for global recruitment.
- **Deep integrations**: One‑click connections with existing ATS and recruiting tools.

## Strategic Focus
- **Current priorities**: Expanding its agentic recruiting platform with new AI hiring agents (Scenario Assessment, Recommendations, Notetaker) and scaling to serve more high‑volume hiring teams globally. [cbinsights.com](https://www.cbinsights.com/company/heymilo-ai)
- **Direction**: Continue building an “intelligence layer” that handles the entire screening funnel, freeing recruiters to focus on high‑value human judgment.

## Why Work Here
- **Culture**: AI‑native by default – every workflow and product decision assumes AI is a first‑class participant. Values include “team over self,” autonomy with accountability, and shipping decisions without waiting for permission. [heymilo.ai](https://www.heymilo.ai/about)
- **Work model**: Hybrid (offices in New York, Toronto, Colombo, and other cities) with a globally distributed team operating around the clock. [builtin.com](https://builtin.com/company/heymilo-ai)
- **Notable perks**: Emphasis on learning rapidly in a fast‑changing AI landscape; “we hire people who treat every shift as an opportunity to get better.”
- **Open roles** (as of mid‑2026): Senior Software Engineer – Full Stack, Senior Account Executive, SEO & Organic Growth Lead. [builtin.com](https://builtin.com/company/heymilo-ai)

## Sources
1. [heymilo.ai](https://www.heymilo.ai/) – Company homepage and product details
2. [heymilo.ai/careers](https://www.heymilo.ai/careers) – Careers page
3. [heymilo.ai/about](https://www.heymilo.ai/about) – About page, team, and culture
4. [builtin.com](https://builtin.com/company/heymilo-ai) – Built In profile with jobs, offices, and perks
5. [cbinsights.com](https://www.cbinsights.com/company/heymilo-ai) – CB Insights company profile with funding, investors, and news

## Other roles at HeyMilo

- [Payroll Specialist (Canada)](https://feeny.ai/job/payroll-specialist-canada-heymilo-toronto-9ncfbjx81327) — Toronto, Canada
- [Payroll Specialist (USA)](https://feeny.ai/job/payroll-specialist-usa-heymilo-new-york-d18wvtvs37pw) — New York, NY
- [Research Engineer, Applied AI](https://feeny.ai/job/research-engineer-applied-ai-heymilo-colombo-v6e0ak4ka5gd) — Colombo, Sri Lanka
- [Research Engineer, Applied AI](https://feeny.ai/job/research-engineer-applied-ai-heymilo-san-francisco-8dx9vkxbw34d) — San Francisco, CA