get hired at
14.AI
AI-native customer support agency for startups
- 6
- YCLGCBCC+4
- San Francisco
- AI
Open roles at 14.AI
3 positions we're tracking, re-checked daily
Know when 14.AI is hiring before anyone else
A role stays uncontested for about four days. Here's the window, and where we put you in it.
From $5.99/week, cancel any time.
- livelivewatching 14.AI0 applicants
- +2h+2hrole spotted & verified1
- +4h+4hyou get the alert1
- day 3day 3you've applied~8
- day 7+day 7+hits the job boards250+
What 14.AI is building
14.ai is not software. It's a full-stack AI customer support agency. Startups hand over their entire support operation - tickets, email, SMS, social DMs (TikTok, Facebook, Telegram, WhatsApp, voice) - and 14.ai takes over, using their own purpose-built AI stack to handle it. They integrate within a day. The model is hybrid: AI handles the bulk, a small rotating team of AI engineers manages the edge cases. They also run their own brand, GloGlo (a glucose gummy for Type 1 diabetics), purely to test their own system in live conditions. That's a sharp technical credibility signal.
Why this matters
The customer service software market is being disrupted, but most startups building in the space are building SaaS tools for support teams to manage. 14.ai skips that layer entirely and just becomes the support department. YC explicitly listed AI-powered agencies in their 2026 Requests for Startups, which means the people deciding which companies make it through batch application explicitly want more companies like this to exist. General Catalyst's involvement adds commercial urgency; they push portfolio companies toward measurable growth quickly. The angel roster (Dropbox, Slack, Replit, Vercel founders) are all companies that sell to exactly the kind of early-stage startup clients 14.ai targets. These are warm distribution channels.
Investors: Y Combinator (lead), General Catalyst, Base Case Capital, SV Angel. Angels: founders of Dropbox, Slack, Replit, Vercel.
Hiring outlook
Six people. Twenty-four-hour client coverage across email, SMS, voice, TikTok, Facebook, Telegram, and WhatsApp. The math does not work at that headcount. Michael Fester said plainly in the press that they aim to increase headcount in the next six months, and that they are only hiring AI engineers. That is one of the clearest hiring mandates any early-stage founder has ever put in a press release.
Working at 14.AI
14.AI is a AI company based in San Francisco. For a AI company this size, the reality is broad remit, direct access to founders, and equity that still means something if the company works out.
Most 14.AI jobs are based in San Francisco.
How to actually get hired at 14.AI
Why applying the normal way doesn't work
With only <50 employees, 14.AI doesn't have dedicated recruiters. Founders review applications between running the company. The challenge isn't competition — it's visibility. Direct outreach wins.
Who to contact at 14.AI
- Who decides
- a founder or department head
- Best channel
- LinkedIn or direct email
Founding team
Marie grew up in Switzerland and studied financial engineering at Université Paris Dauphine. Her entry into entrepreneurship came from a deeply personal place. She interned at UBS in 2012, felt completely lost in the institutional enormity of it, and started eating lunch alone at her desk. Rather than accepting it, she knocked on doors. Most people said yes. That small act of ignoring corporate norms and manufacturing human connection became the founding insight for everything she's built since. She launched Never Eat Alone in 2015, an app to help employees at large companies find lunch companions, eventually used by 100,000 people. She then scaled that into Workwell, a broader corporate intranet that raised $1.5M in 2016. After Workwell, she and Michael built Motif (a collaborative docs platform) and then Markprompt (YC W24, AI infrastructure for customer support, backed by founders at Algolia, Snowflake, Stripe and Vercel). She writes candidly on LinkedIn about fundraising, the reality of YC for founders who don't raise at Demo Day, and what it actually means to back unglamorous but high-leverage markets.
Michael holds a PhD and co-founded Snips in 2013 alongside Rand Hindi and Maël Primet, all three PhDs. The core thesis at Snips was politically important and technically ahead of its time: voice AI that ran entirely on-device, never sending audio to the cloud, never logging what you said. Privacy-by-design before it was a regulatory requirement. They graduated from 500 Startups, raised $13.45M led by Korelya Capital and MAIF Avenir, and built a team of over 50 engineers split between Paris, New York and Tokyo. Sonos acquired Snips in 2019 for $37.5M, and Michael's technology now powers every voice interaction on every Sonos speaker sold globally. Before Snips, he built 8pen, a novel mobile keyboard that reimagined how humans write on touchscreens. After the Sonos acquisition, Michael and Marie built Motif together, then founded Markprompt, a YC-backed AI support infrastructure company. 14.ai is what happens when that insight meets Fester's technical depth in conversational AI and Marie's decade of watching companies fail at the human layer of work.
What to show them
This is confirmed and open right now. The stack is TypeScript, Postgres, Vite, Next.js, and Effect - a deliberate, opinionated set of choices that signal a team that thinks carefully about architecture. The role touches everything: concurrent systems, agent orchestration, RAG, LLM engineering, database optimisation, telemetry, CI/CD, and frontend. That breadth is intentional. At six people covering 24/7 client operations, there is no room for someone who only does one thing. SF-based or willing to relocate is a hard requirement. Core skills: TypeScript, Next.js, Postgres, Effect, LLM engineering, agent orchestration, RAG, production deployment. For proof of work, fork a small open-source support tool or build a minimal AI customer support agent using their stated stack. Handle at least three realistic ticket types end-to-end - order status, refund request, product complaint - and show how the system escalates gracefully when it cannot resolve. Clean repo, short demo video.
A cold email that works at 14.AI
What 14.AI screens for
YC is the other signal worth reading carefully. Tom Blomfield, founder of Monzo, now a YC partner, personally endorsed the product model in the article. YC partners do not do that for companies they are not actively supporting. Demo Day follow-on is coming, which means the inbound pipeline of startups wanting AI-native support is about to spike. The angel roster - founders of Dropbox, Slack, Replit, and Vercel - are all people who sell to the exact startups 14.ai wants to serve. That is not just validation. It is a warm distribution channel that will accelerate growth faster than the current team can absorb.
Tailor your CV to the specific 14.AI role rather than sending a general one. Applications that mirror the language of the job description clear automated filters at a materially higher rate.
Don't make these mistakes
Leading with excitement about AI replacing customer service workers. These founders are building a nuanced position - AI and humans working together, not pure replacement. Reference their GloGlo experiment if you want to show you've actually read past the headline. It's the most technically interesting detail in the article and 99% of applicants will miss it.
Mistakes that kill 14.AI applications
A recycled CV gets rejected fast at 14.AI (<50 people). They notice.
Lead with their problem, not your ambition. 14.AI is focused on The customer service software market is being disrupted, but most startups building in the space are building SaaS tools for support teams to manage — show you understand that.
Don't apply and wait. The median AI application gets no response ever. One follow-up at day five roughly doubles reply rates.
Applying to 14.AI? Get the contact, not the form.
The 14.AI interview process
We don't yet have verified candidate reports for 14.AI. What follows is the typical process for a <50-person AI company, so treat it as a model, not confirmed detail.
Interview stages
- 1
Intro Call
Video call · 30 min
What it testsCulture fit and role expectationsUsually run byFounder or hiring manager - 2
Technical Deep Dive
Video call or in-person · 60 min
What it testsPast projects and problem-solving approachUsually run byTechnical founder or lead - 3
Final Round
In-person or video · 45 min
What it testsTeam fit and offer discussionUsually run byFounding team
14.AI take-home assignment
14.AI includes a take-home exercise in their interview process. For AI roles, this typically involves a practical problem that takes 2-4 hours. Focus on clean, working code over premature optimization. They're evaluating how you think and communicate, not just the solution.
14.AI interview timeline
14.AI runs about 7 days from first contact to offer. The median for AI companies at <50 people is 10 days, so 14.AI is faster than most.
Interviewed at 14.AI?
Tell us how it went: stages, questions, timeline. Takes 90 seconds and it's how this page stays accurate for the next person.
14.AI jobs, frequently asked questions
How many jobs does 14.AI have open?
We're tracking 3 active openings at 14.AI (verified October 2, 2026).
Does 14.AI hire remotely?
All current 14.AI roles are based in San Francisco.
What roles is 14.AI hiring for?
14.AI is hiring across Engineering, Data, Operations. The most recent opening is Founding Engineer.
How do I apply for a job at 14.AI?
Click through to apply, or see our detailed guide on landing a job at 14.AI.
Does 14.AI respond to cold emails?
We haven't verified response rates at 14.AI yet.
Who is the hiring manager at 14.AI?
At this size, hiring is usually run by a founder or department head.
How competitive is it to get hired at 14.AI?
<50-person AI companies see ~50-100 applicants per role in two weeks. The 72-hour window is your advantage.
How many rounds is the 14.AI interview?
3 stages: Intro Call, Technical Deep Dive, Final Round.
Is the 14.AI interview hard?
The interview emphasizes technical depth and system design over abstract problems. Hardest stage: Technical Interview.
Does 14.AI give a take-home task?
Yes, 14.AI includes a take-home assignment.
How long does 14.AI take to get back to you?
Around 7 days across the full process.
What should I prepare for the 14.AI interview?
Study technical depth and system design. At this size (<50), they care about self-sufficiency over textbook knowledge.
Where is 14.AI based?
14.AI is headquartered in San Francisco, US.
Get 14.AI roles before they're posted
A role stays uncontested for about four days. Here's the window, and where we put you in it.
From $5.99/week, cancel any time.
- livelivewatching 14.AI0 applicants
- +2h+2hrole spotted & verified1
- +4h+4hyou get the alert1
- day 3day 3you've applied~8
- day 7+day 7+hits the job boards250+
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