HeyMilo

HeyMilo

AI-driven interviews for scalable hiring

Overview

HeyMilo.ai provides AI-powered interview tools in HR tech that automate scalable, conversational interviews to help businesses hire faster, including in retail and gig-economy sectors. The platform runs adaptive questioning with real-time response analysis and active proctoring, using AI classifiers to detect cheating and generate a trust score while recording sessions. It differentiates itself with cheating-detection, trust scores, and adaptive questioning offered via a subscription/licensing model for scalable recruitment tools. Its goal is to automate and optimize the interview phase to quickly identify qualified candidates with high confidence while improving candidate experience and reducing manual workload.

About HeyMilo

Simplify's Rating
Why HeyMilo is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Data & Analytics

Enterprise Software

AI & Machine Learning

Company Size

11-50

Company Stage

Seed

Total Funding

$4.4M

Headquarters

New York City, New York

Founded

2023

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Simplify's Take

What believers are saying

  • June 16, 2026 funding reached $6 million from Category Ventures and Canaan.
  • HeyMilo reports one million candidates screened and 4x revenue growth in six months.
  • Customers like Randstad, WilsonHCG, and Neo Financial validate demand and enterprise adoption.

What critics are saying

  • EU AI Act hiring enforcement starts December 2, 2027; compliance failures trigger fines.
  • Deepfake and proxy-candidate fraud grows in 2026, directly weakening HeyMilo's screening trust.
  • Headcount fell 20% over two years; a tiny team risks execution failure.

What makes HeyMilo unique

  • HeyMilo Red, launched September 24, 2026, audits remote interviews without replacing ATS workflows.
  • Monthly Warden AI audits and public dashboards create compliance credibility under NYC LL144.
  • Production screening across voice, video, SMS, and resume agents spans high-volume hiring workflows.

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Funding

Total Funding

$4.3M

Below

Industry Average

Funded Over

3 Rounds

Seed funding is usually the first official round after pre-seed, when a startup has a prototype or concept. It’s typically used to develop the product, test the market, and start building the team. Investors here are often angel investors or early-stage venture capitalists.
Seed Funding Comparison
Below Average

Industry standards

$3.3M
$2M
Netflix
$2.2M
HeyMilo
$2.3M
Instacart
$3M
Robinhood

Benefits

Remote Work Options

Flexible Work Hours

Growth & Insights and Company News

Headcount

6 month growth

↑ 10%

1 year growth

↓ -2%

2 year growth

↑ 2%
Associated Press
Sep 24th, 2026
HeyMilo launches Red to detect deepfakes and AI cheating in remote job interviews

HeyMilo has launched HeyMilo Red, a standalone cheat detection tool for remote interviews. The technology, originally part of HeyMilo's AI recruiting platform, scans interview recordings for deepfakes, proxy candidates, AI-assisted answers and coaching. Red analyses video, audio and transcript data to flag suspicious activity. It provides timestamped findings with confidence scores rather than generic risk scores, allowing hiring teams to review specific moments that triggered alerts. The product integrates with existing workflows through an API or direct uploads. Companies can add integrity checks to their current systems without changing platforms. "We didn't want companies to have to move their interviews into another platform just to add proctoring," said Ramie Raufdeen, HeyMilo's CTO and co-founder. HeyMilo is also developing Red for certification processes, compliance reviews and sales calls. The company is headquartered in New York.

HeyMilo AI
Aug 19th, 2026
Introducing Integration-Bench: an AI integration benchmark for real API work.

Introducing Integration-Bench: an AI integration benchmark for real API work. Ramie R and Pasan Gimhana August 19, 2026 Can AI coding agents build integrations that stay correct against a live API? HeyMilo AI gave AI models the same 50 integration tasks against live APIs, then graded them from what the vendor actually recorded: request logs, final state, and whether the data ended up correct. The best model scored 67.7 out of 100. The weakest scored 15.1. Eight tasks scored zero for every model. Today HeyMilo AI is releasing Integration-Bench, the benchmark that produced those numbers. Why a passing test suite proves nothing here. Most coding benchmarks ask an agent to edit a repository until a local test suite goes green. Integration work does not fit inside that setup, because the hard part lives in another company's system. When HeyMilo AI connect HeyMilo to an applicant tracking system, writing the HTTP request is the easy part. The hard part is keeping a correct view of what happened: whether a write committed, whether an event was already processed, and whether a retry created duplicates. A vendor can document pages as zero-indexed while the live API starts at one, or return HTTP 200 with an error buried in the body. Clean code can pass every local test and still corrupt a customer's pipeline. That is why HeyMilo AI built the benchmark around a live vendor instead of a mock. How a task works. Each task gives the agent a ticket, a starter repository, and the documentation an ordinary integrator would get. The agent builds a connector and runs it against one of 15 fictional vendor services, each with its own auth flow, pagination, webhook behavior, rate limits, and failure modes. Some documentation is accurate. Some is stale. The vendors are invented on purpose, so there is no SDK or forum thread for a model to recall. After the agent finishes, a trusted verifier outside the workspace checks final state, submitted output, and the vendor's traffic log. The question is whether the data ended up correct, not whether the code looks plausible. The leaderboard. Claude Fable 5 leads at 67.7 under Claude Code, with GPT-5.6 Sol on Codex and DeepSeek V4 Pro on OpenCode close behind. Every model ran at its top reasoning effort, so these are not under-powered runs. The suite average across 850 graded outputs is 55.4. What matters most is the ceiling. No model cleared 68 out of 100 on work a competent integration engineer finishes routinely. Analysis. Three patterns explain most of the missing points, and none of them are about writing code. Webhooks broke everything. The difference is who controls timing. Polling connectors decide when to ask what changed. Webhook connectors receive events whenever the vendor sends them, and have to verify authenticity, handle duplicates, tolerate reordering, tell an accepted write from a committed one, and reconcile events that never arrived. Miss any one of those and an otherwise solid connector still fails. Here is a concrete example. The agent verified the signature, wrote the candidate update, and returned 200. That first pass looked clean. When the vendor redelivered the same event a few minutes later, the connector treated it as new work and created a second record. The code looked finished. The vendor log showed the duplicate. Eight tasks no model solved. Eight of the 50 tasks scored zero for every model, across all 17. Each one required coordinating delayed state, event delivery, and systems that disagreed about what had happened. Syntax and framework knowledge were rarely the deciding factor. Availability is part of capability. Gemini 3.7 Flash scored 64.0 on the 28 tasks its provider completed, which would have placed it near the front. Provider failures killed the other 22, dropping it to 35.9 across all 50. HeyMilo AI report both numbers, because an agent that cannot finish does not ship the integration. What this means. Models were able to mostly write the connector code, as they authenticated, paginated, and handled the happy path. However, even the leading model still left 32 points on the table, and those misses showed up outside the repository: a duplicate created on redelivery, a watermark that skipped a row, a write treated as committed before the vendor had committed it. The hard part is verification. Event-driven code is not especially hard to write. What is hard is knowing whether it worked, because the evidence lives in another system's state and traffic long after the function returns. Idempotency, reconciliation, and recovery belong in the definition of correctness once a second system is involved. That is how HeyMilo AI build ATS integrations at HeyMilo, and Integration-Bench is how HeyMilo AI check ourselves. Because the environment is replayable, HeyMilo AI can change a prompt, a tool, or a page of documentation and measure whether the integration actually got better. Get Integration-Bench. The full benchmark, leaderboard, and technical report will publish shortly, including the complete model results and the scoring methodology behind them. To see how this shapes the integrations inside HeyMilo, book a demo and bring the requirement you expect to break first. Integration-Bench measures whether AI coding agents can build integrations that survive contact with a live API. * HeyMilo AI ran models across the same 50 tasks: 850 graded model-task outputs. * The best model scored 67.7 out of 100. The weakest scored 15.1. * Webhook tasks averaged 20 while polling tasks averaged 58. * Eight tasks scored zero for every model. * The full leaderboard and methodology land in the technical report. HeyMilo's engineering and research leads, writing on agent evaluation, integration reliability, and how HeyMilo AI measure whether AI systems can do real work. Found this helpful? Share it with your network See how HeyMilo connects to your ATS. Book a demo and bring your messiest integration requirement. HeyMilo AI will walk through how the connector behaves when your data is not clean. Recruiters in the loop. Guides, insights and hiring tips for modern recruiters.

StreetInsider
Jun 16th, 2026
HeyMilo AI raises $6M to automate high-volume recruitment with conversational screening agents

HeyMilo AI, an agentic recruiting platform for high-volume hiring, has raised $6 million in funding led by Category Ventures, with participation from Canaan Partners, Alumni Ventures and ERA. The company has screened over one million candidates for clients including Randstad, WilsonHCG and Neo Financial. Founded in 2023, HeyMilo builds structured screening directly into job applications through voice, video, phone, SMS and resume agents. Recruiters receive rubric-scored results and transcripts integrated into their existing applicant tracking systems. The startup is launching three new agent types: AI Scenario Assessment, which tests candidates' ability to use AI tools; Candidate Recommendations, which resurfaces previously screened applicants; and Notetaker, which captures structured notes from recruiter-led interviews. The platform aims to address the growing mismatch between AI-powered candidate applications and traditional recruiting processes.

PR Newswire
Jun 16th, 2026
HeyMilo AI Raises Additional Capital and Expands AI Recruiting Agents

/PRNewswire/ --HeyMilo AI, the agentic recruiting platform for high-volume hiring, today announced it has raised a total of $6 million led by Category...

Yahoo Finance
Jun 16th, 2026
HeyMilo AI raises additional capital and expands AI recruiting agents.

HeyMilo AI raises additional capital and expands AI recruiting agents. PR Newswire NEW YORK, June 16, 2026 /PRNewswire/ -HeyMilo AI, the agentic recruiting platform for high-volume hiring, today announced it has raised a total of $6 million led by Category Ventures, with participation from Canaan Partners, Alumni Ventures, and ERA. The company has onboarded leading staffing agencies, RPOs, and enterprise employers including Randstad, WilsonHCG, and Neo Financial, and has screened more than one million candidates in production across staffing, BPO, and high-volume corporate hiring. Hiring teams face a growing mismatch: candidates use AI to apply and prepare at scale while most recruiting processes still run on a PDF and a phone call. HeyMilo builds structured, interactive screening directly into the application itself. When someone applies, screening starts immediately across voice, video, phone, SMS, and resume agents. Recruiters receive rubric-scored results and evidence-backed transcripts inside the ATS they already use. "High-volume hiring only works if you can vet everyone fairly and send recruiters to the people who deserve their time," said Sabashan Ragavan, co-founder and CEO. "We are changing how companies hire by changing what happens from the second a candidate applies. With some of the largest staffing agencies and enterprises screening candidates across conversational SMS, resume screening, video and voice interviews, and candidate fraud detection, the production signal is clear: recruiting teams are ready for a recruiting intelligence layer that delivers ROI at scale." Alongside the funding, HeyMilo is launching three new agent types. AI Scenario Assessment puts candidates through a live scenario with a built-in AI assistant and rubric-scores how they plan, prompt, and judge AI output, closing a proof gap that resumes and generic interviews cannot. Candidate Recommendations resurfaces previously screened applicants from the ATS and returns ranked shortlists without manual re-engagement. Notetaker captures structured notes across live recruiter-led interviews so every candidate interaction produces consistent, reviewable signals. "AI is fundamentally changing the way companies need to vet applicants for roles and HeyMilo has quickly emerged as a leader in that transformation," said Villi Iltchev, Founder & Managing Partner at Category Ventures. About HeyMilo HeyMilo is an agentic recruiting platform for high-volume hiring teams. Founded in 2023 by Sabashan Ragavan and Ramie Raufdeen, HeyMilo has raised $6 million to date. Learn more at heymilo.ai.

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