--- title: 'Founding Account Executive at Ajax' canonical: 'https://feeny.ai/job/founding-account-executive-ajax-new-york-xarp35agcrck' type: 'job' last_seen: '2026-09-09' --- # Founding Account Executive at Ajax - **Company:** Ajax - **Location:** New York, NY - **Employment:** full-time - **Work type:** onsite - **Posted:** 2026-02-27 - **Last confirmed live:** 2026-09-09 - **Apply:** https://jobs.ashbyhq.com/ajax/ebde866e-4aea-4116-b912-34e2b4367ebb ## Job description Ajax uses AI to automate timekeeping for law firms. Customers love us - 14 of them have angel-invested their own money in Ajax, we win 97% of our pilots in a competitive market. We need a third AE to keep up with demand. You'll help build the GTM playbook and work directly with the Go-To-Market Co-Founder, Jack https://www.linkedin.com/in/jackweinberger/ ## LOCATION Mon-Fri in NYC HQ (we work best shoulder-to-shoulder) ## ABOUT AJAX Lawyers track their time in 6-minute increments. Lost billables cost them $100B a year. Ajax uses AI to automate timekeeping - we capture everything a lawyer works on and turn it into polished time entries. The result is that: - Firms find revenue they didn't know they were missing - The worst part of a lawyer's day gets 90% better Revenue doubled between March and June 2025, then again by September. And then again by January 2026. And again by April, and again by July... ## THE ROLE You'll build relationships with managing partners, run demos, and close. You'll also iterate on our sales process and help us break into new ICPs as we sell to bigger and bigger firms. Most of your deals will follow a 3-6 week cycle: a 30-minute demo where you walk a champion through Ajax, sometimes a follow-up call with decision-makers, then a proposal, negotiation, and close. The Activation team takes it from there - they run the pilot, train users, and build the ROI case. Some weeks you'll also: - Work a conference booth, set meetings on the floor, and run follow-up the same night - Fly out to present to a 150-person firm and win over 2 partners and a COO - Sit with Jack after a tough call and figure out what you'd do differently next time - Field a warm referral from a happy customer who just told their friend about Ajax Selling Ajax Lawyers poke holes in bad arguments for a living and aren't shy about calling bullshit. Winning them over looks like: - Speaking their language, articulating the common pain points in words that resonate - Taking a consultative approach so you don't lose deals to hidden objections ## CUSTOMER LOVE Customers say things like "you can take it from my cold, dead hands" and "I'm divorcing my husband for Ajax." A few proof points you'll have in your pocket: - 30+ named case studies - firms recovering thousands per attorney per month in billable time they were leaving on the table - A 18-0 record in head-to-head pilots against our closest competitors - You heard that right - we have never lost a head-to-head pilot - 15+ firms have switched from a competitor to Ajax; zero have gone the other way Word-of-mouth will do some of the job for you (see pic) - your job is to convert it into pilots. [https://app.ashbyhq.com/api/images/user-content/8954a814-6357-4a8b-b368-455b52d3852c/950f3e2d-1d6d-4596-8f9d-29494da5d39b/image.png] ## WHO YOU ARE You've closed deals before - probably 1+ years of full-cycle or closing experience at an early-stage B2B startup. You're looking for a founding role where you can grow into midmarket sales, shape the playbook, and have a disproportionate impact on the trajectory of the company. You can hold a room with a managing partner. These are smart, skeptical people who run businesses. They'll push you on security, ask pointed questions about how the AI works, and test whether you actually understand their world. You need to be credible and composed. You can learn a technical product deeply enough to explain it. Ajax is a complex product that changes and improves constantly. You need to be curious enough to understand how it works and translate it into language a 50-year-old partner can understand. You want to build, not just execute. You'll shape the sales process, influence how we talk about the product, and have a real voice in where the company goes. ## COMP - OTE: $190-270K (50% variable) - Equity: Meaningful grant - this is a founding sales hire at a company with strong product-market fit and accelerating revenue - Benefits: Medical, dental, vision, unlimited PTO, Wellhub, subway/bike fare for commutes, team dinner on Weds and free lunch Fridays, flexible hours, 4 WFH weeks / year - Ramp: ramp plan so you can earn while you learn the product and the market ## WHAT WORKING AT AJAX IS LIKE We're 12 people and we work in-office. GTM and engineering sit next to each other and eat lunch together. When a deal needs something from product, you just walk over and ask. Our founders are brothers - Jack (hi) runs GTM, Alex runs engineering. Our parents were lawyers. We started Ajax after we watched Alex's fiancée manually log billable hours and both agreed it was an insanely bad process. I personally suck at selling things I don't believe in, and love selling things I do. One nice thing about building Ajax is that at least once a week, somebody says we've changed their life and refers a friend. We work hard, we enjoy each other's company, we care about our customers, they can tell, and all of that helps us win - a lot. If you're a good AE, you'll hit quota and then some. If you think selling it sounds fun, drop us a line! ## HIRING PROCESS - 30 minute screen with Jack - 45 mock demo and debrief - 3hr onsite and dinner with the team - Offer If this sounds like the right opportunity at the right time, reach out. If your background looks a little different than what I described, apply anyway - we care more about trajectory and hunger than checking boxes. Jack Weinberger, Co-Founder, GTM ## About Ajax ## Company Overview - **One-liner**: Ajax uses AI to automatically capture lawyers’ activity across apps, documents, emails, and calls, generating polished, billable time entries to help law firms recover lost revenue and eliminate manual timekeeping. - **Entity Type**: Private (funded startup) - **Headquarters**: New York, New York, United States - **Founded**: 2022 (sources vary; Tracxn lists 2023) - **Founders**: Jack Weinberger (Co-Founder, GTM) and Alex Weinberger (Co-Founder, Product & Eng) ## Core Business - **Primary industry**: Legal Technology / AI‑powered Productivity - **Target customers**: Law firms of all sizes (B2B), from solo practitioners to large enterprises - **Mission statement**: “Ajax captures everything you do across every app, document, email, and call. It writes detailed, OCG‑compliant time entries tailored to your voice, your matters, and your billing codes.” — [joinajax.com](https://joinajax.com/) ## Products & Services - **Ajax AI Timekeeper** (SaaS): The core product. Continuously monitors a lawyer’s work across Word, PDF, email, browser, VoIP calls, calendar, Zoom/Teams, and other tools. Automatically drafts client‑ready, OCG‑compliant time entries, assigns matter codes, and learn from user edits. Syncs with billing systems via a single click. - **Client Updates** (Feature): Generates draft client status updates based on recent work product, ready for review and send. - **Email Filing** (Feature): Automatically matches emails to the correct matter and files them in the practice management system without manual drag‑and‑drop. - **Integrations**: Compatible with SurePoint, Clio, MyCase, Filevine, PracticePanther, Centerbase, Actionstep, and most other billing systems. ## Market Standing - **Valuation / Funding**: Not publicly disclosed. The company is funded (not bootstrapped), but the amount and round are not listed. - **Key Metric**: Employee count is **9** per LinkedIn (with 44.4% YoY growth) — [linkedin.com/company/ajax-ai](https://www.linkedin.com/company/ajax-ai). A Tracxn report (May 2026) lists **39** employees — [tracxn.com](https://tracxn.com/d/companies/ajax/__2Y4mm3mqS69HNm6UeV7zsdUXfauzwmH_ekxyZxa5pVg). Revenue is not publicly available. - **Notable Investors / Partners**: None publicly listed. Key product integrations include Clio, SurePoint, and MyCase. - **Growth Signals**: - Claims **12% more billable hours** captured for firms using Ajax. - **95% of firms that pilot subscribe** (via [joinajax.com](https://joinajax.com/)). - Headcount grew **+44.4% YoY** (LinkedIn). - Engineering team is growing; job postings include Founding Full Stack Engineer, Design Engineer, etc. ## Competitive Advantages - **Deep activity capture**: Unlike tools that only read calendar or email subject lines, Ajax sees the actual content of documents, research, and communications, enabling highly accurate, detailed entries. - **Personalised AI**: The system learns from each user’s edits, adapting to their voice, billing preferences, and client requirements over time. - **Security & Privacy**: SOC 2 certified, end‑to‑end encryption, configurable rolling data deletion, and a strict policy of never training AI models on customer data. Raw activity data is automatically purged. - **High adoption rate**: The product is designed to fit naturally into a lawyer’s existing workflow (works in the background, one‑click sync), resulting in a 95% pilot‑to‑subscription rate. ## Strategic Focus Ajax’s stated ambition is to become “the OS for the modern law firm” — [joinajax.com/careers](https://joinajax.com/careers). Near‑term priorities include: - Expanding timekeeping automation to more billing systems and geographies. - Building additional modules for client reporting, profitability management, and business development using aggregated Ajax data. - Continuing to hire across engineering, sales, and customer activation to scale the product and go‑to‑market. ## Why Work Here - **Tight, fast‑moving team**: Company size is ~9–39 people (discrepancy between sources), described as “the most customer‑obsessed startup in the world.” Employees have strong ownership and impact. - **In‑person culture**: Roles are predominantly in‑office in New York City (some hybrid flexibility noted on BuiltIn). - **Engineering‑first**: The founding team includes a former founding ML engineer (Roger Jin) and a PhD product engineer (Siyou Pei). Tech stack is modern, with emphasis on AI/ML. - **Mission‑driven**: Removing the “worst part of a lawyer’s day” – a clear, emotionally resonant problem. - **Perks**: Not explicitly listed, but small startup environment typically includes equity, early‑stage growth opportunities, and direct exposure to founders. ## Sources 1. [joinajax.com](https://joinajax.com/) — Product overview, features, integrations, results, security 2. [joinajax.com/careers](https://joinajax.com/careers) — Culture, team, job openings, mission 3. [builtin.com/company/ajax](https://builtin.com/company/ajax) — Perks, office details, year founded, jobs 4. [linkedin.com/company/ajax-ai](https://www.linkedin.com/company/ajax-ai) — Headcount, growth rate, executive list, locations 5. [tracxn.com](https://tracxn.com/d/companies/ajax/__2Y4mm3mqS69HNm6UeV7zsdUXfauzwmH_ekxyZxa5pVg) — Funding status, employee count (39), competitors ## Other roles at Ajax - [Founding Account Manager](https://feeny.ai/job/founding-account-manager-ajax-new-york-c1zajwq0pemb) — New York, NY - [Senior Product Designer](https://feeny.ai/job/senior-product-designer-ajax-new-york-q50egkavs5rq) — New York, NY - [Founding Growth](https://feeny.ai/job/founding-growth-ajax-new-york-vyxfqghjrfkb) — New York, NY - [Customer Activation](https://feeny.ai/job/customer-activation-ajax-new-york-8sftghhvv96x) — New York, NY - [Founding Sales Development Representative](https://feeny.ai/job/founding-sales-development-representative-ajax-new-york-vk8nymksfjb7) — New York, NY - [Founding Full Stack Engineer](https://feeny.ai/job/founding-full-stack-engineer-ajax-new-york-t6fszaap9hta) — New York, NY - [Founding Account Executive](https://feeny.ai/job/founding-account-executive-salesjack-united-states-z552p4mm46jh) — United States - [Founding Account Executive](https://feeny.ai/job/founding-account-executive-textio-san-francisco-nm2197fvv7w7) — San Francisco, CA - [Founding Account Executive](https://feeny.ai/job/founding-account-executive-bastion-new-york-fage6n9rvvhz) — New York, NY - [Founding Account Executive](https://feeny.ai/job/founding-account-executive-eaglesight-ai-las-vegas-s7f15x89370z) — Las Vegas, NV