--- title: Featured Employer Microsite | CalypsoAI image: https://microsites.stottandmay.com/hubfs/featured-iamge.png --- # Go first and go further at CalypsoAI [See current vacancies ](https://microsites.stottandmay.com/calypsoai#vacancies) # Go first and go further at CalypsoAI [See current vacancies ](https://microsites.stottandmay.com/calypsoai#vacancies) The Stott and May View on CalypsoAI CalypsoAI is arguably one of the most exciting breakout companies we’ve encountered. They started out building cutting-edge AI security solutions for government agencies and, in 2023,  pivoted into the enterprise space, setting an incredible trajectory ever since. They are on track to deliver in excess of 450% ARR growth this year alone and have already secured some of the biggest enterprises across finance, tech, manufacturing, and more. If you’re a top sales performer in the AI or security markets and want to be part of a business that’s set to become a once in a generation security company based on their first mover advantage, award-winning tech, visionary leadership team, and an incredible culture, then this could be your ideal destination. ![CalypsoAI-Mission](https://microsites.stottandmay.com/hubfs/CalypsoAI-Mission.png) The mission To secure the future of AI by enabling enterprises to innovate confidently, backed by cutting-edge security and compliance solutions. ![CalypsoAI-Vision](https://microsites.stottandmay.com/hubfs/CalypsoAI-Vision.png) The vision To go first in AI security so that the world can go forward. ### Reasons to join ## Be part of something extraordinary ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## ‘Once-in-a-generation’ potential There have been four major waves where iconic cybersecurity companies were built - endpoint, network, app, and cloud. Now, AI is the fifth. This is your chance to help shape the next big success story. With $45M raised from top-tier investors, we’re well funded, uniquely positioned, and ready to define the future of security. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## An opportunity with real ownership There’s incredible economic opportunity associated with playing your part in our growth story. We firmly believe that the success of the business should equate to a material life event for everyone that commits their time, energy, and experience into shaping the future of CalypsoAI. That’s why all of our team has equity in the business. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## Unparalleled market demand Let’s be honest - no one gets fired up about selling firewalls. But AI security? That’s a whole different story. You’ll be working on seven-figure deals and educating some of the most secure enterprises in the world. The demand for our proposition is real - our average customer typically expands their investment by 70-100% in year one alone. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## A visionary leadership team You don’t achieve as many firsts in the industry as CalypsoAI has without having a strong vision, roadmap, and strategy. Every member of our leadership team has played a significant role in building public companies like Mandiant, Qualtrics, and UiPath - taking them from millions to billions in ARR.  ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## A ‘do the right thing’ culture There’s a genuine no ego culture at CalypsoAI. You won’t find internal politics just a talented team that are passionate about pursuing great ideas and bringing them to life. It’s the type of environment where people go beyond their day-to-day responsibilities in the best interests of the company and each other. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## A solution with momentum You’ll be selling a platform that’s earning serious attention - from analysts, buyers, and the broader security community. We just placed in the top two at RSAC’s Innovation Sandbox, joining the ranks of companies that have gone on to billion-dollar outcomes. With unmatched accuracy, ultra-low latency, and a materially lower TCO, we’re standing out where it counts. ### Statistics ## A snapshot of our success ### 450%+ ### YoY ARR growth ### 70-100% ### Avg year 1 account expansion ### 30%+ ### increase in team size over last 12 months ### $45m  ### funding to date ### 96%+  ### accuracy ### <100ms  ### latency ### Statistics ## A snapshot of our success ### 450%+ ### YoY ARR growth ### 70-100% ### Avg year 1 account expansion ### 30%+ ### increase in team size over last 12 months ### $45m  ### funding to date ### 96%+  ### accuracy ### <100ms  ### latency ### Investors ## Backed by industry leaders ![investor-logos Paladin](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Paladin.webp?width=200&height=113&name=investor-logos%20Paladin.webp "investor-logos Paladin") ![investor-logos Lockheed Martin](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Lockheed%20Martin.webp?width=200&height=113&name=investor-logos%20Lockheed%20Martin.webp "investor-logos Lockheed Martin") ![investor-logos Manta Ray](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Manta%20Ray.webp?width=200&height=113&name=investor-logos%20Manta%20Ray.webp "investor-logos Manta Ray") ![investor-logos Hakluyt](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Hakluyt.webp?width=200&height=113&name=investor-logos%20Hakluyt.webp "investor-logos Hakluyt") [View open roles ](https://microsites.stottandmay.com/calypsoai#vacancies) ### Investors ## Backed by industry leaders ![investor-logos Paladin](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Paladin.webp?width=200&height=113&name=investor-logos%20Paladin.webp "investor-logos Paladin") ![investor-logos Lockheed Martin](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Lockheed%20Martin.webp?width=200&height=113&name=investor-logos%20Lockheed%20Martin.webp "investor-logos Lockheed Martin") ![investor-logos Manta Ray](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Manta%20Ray.webp?width=200&height=113&name=investor-logos%20Manta%20Ray.webp "investor-logos Manta Ray") ![investor-logos Hakluyt](https://microsites.stottandmay.com/hs-fs/hubfs/investor-logos%20Hakluyt.webp?width=200&height=113&name=investor-logos%20Hakluyt.webp "investor-logos Hakluyt") [View open roles ](https://microsites.stottandmay.com/calypsoai#vacancies) ### Core Values ## What keeps us a step ahead Since 2018, we've been protecting the toughest environments as they implement AI solutions, all while advancing ground-breaking technology. At the root of our success have been four founding principals: ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## Courageously Explore We are a team of explorers, driven by an insatiable curiosity to venture beyond the familiar. We embrace risk, knowing that true innovation lies beyond the comfort zone. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## Own & Build We take action every day that enhance our company and our colleagues. We leave everything better than we found it. Our collective legacy defines our success. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## Speed is everything We operate at a high cadence. We constantly have a bias for action and progress. Tomorrow is too late and perfection is the enemy. ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ## Do the right thing We do the right thing - for each other, for our customers, for the company. We know what to do but we validate with the “red face test”. We live off the land where we can. ### Testimonials ## Hear from the trailblazers at CalypsoAI "I’d previously worked with members of Calypso AI’s leadership team, so I knew they were smart, experienced, and onto something great. I immediately entered a cutting-edge space, driven by a clear sense of purpose. I’m excited to grow with the company, and nurture something that matters in the sometimes daunting world of AI. The energy is contagious, the people are world-class, and I’m absolutely here for it." **Ann Farrington Enterprise Account Executive ** "I was drawn to CalypsoAI because of its amazing people and collaborative culture, where every team member is empowered to contribute and make an impact. Through continuous learning opportunities, I feel encouraged to contribute back to our incredibly inclusive team. I am excited about my future at CalypsoAI because of the tremendous potential in the space, as well as the opportunities for collective success." **Ted Nitka Partnerships Lead ** ### Testimonials ## Hear from the trailblazers at CalypsoAI "I’d previously worked with members of Calypso AI’s leadership team, so I knew they were smart, experienced, and onto something great. I immediately entered a cutting-edge space, driven by a clear sense of purpose. I’m excited to grow with the company, and nurture something that matters in the sometimes daunting world of AI. The energy is contagious, the people are world-class, and I’m absolutely here for it." **Ann Farrington Enterprise Account Executive ** "I was drawn to CalypsoAI because of its amazing people and collaborative culture, where every team member is empowered to contribute and make an impact. Through continuous learning opportunities, I feel encouraged to contribute back to our incredibly inclusive team. I am excited about my future at CalypsoAI because of the tremendous potential in the space, as well as the opportunities for collective success." **Ted Nitka Partnerships Lead ** ## Recognised by the industry ![RSAC-sandbox-finalist](https://microsites.stottandmay.com/hubfs/RSAC-sandbox-finalist.png) Top 2 at Innovation Sandbox April 2025 ![1-Cyber-60-400x](https://microsites.stottandmay.com/hubfs/1-Cyber-60-400x.webp) Fortune Cyber 60 2025 ![2 Fast-Company-Innovative-Co-Award](https://microsites.stottandmay.com/hubfs/2%20Fast-Company-Innovative-Co-Award.webp) Most Innovative Companies in AI 2025 ![3 IDC-400x](https://microsites.stottandmay.com/hubfs/3%20IDC-400x.webp) IDC innovator 2024 ![4 Gartner-Cool-Vendor-22-400x](https://microsites.stottandmay.com/hubfs/4%20Gartner-Cool-Vendor-22-400x.webp) AI Core Technologies–Scaling AI in the Enterprise 2022 ![5 Gartner-Mentions-with-Border](https://microsites.stottandmay.com/hubfs/5%20Gartner-Mentions-with-Border.webp) ![6 Frost-Sullivan-1](https://microsites.stottandmay.com/hubfs/6%20Frost-Sullivan-1.webp) North American Entrepreneurial Company of the Year Award 2024 ![7 AI-Dev-World-400x](https://microsites.stottandmay.com/hubfs/7%20AI-Dev-World-400x.webp) Most Innovative Company of the Year 2023 ![the-information](https://microsites.stottandmay.com/hubfs/the-information.png)  #1 in SaaS & Security category 2024 ![8 Forrester-Mentions-with-outline](https://microsites.stottandmay.com/hubfs/8%20Forrester-Mentions-with-outline.webp)     ### Vacancies ## Our current opportunities - [![Job-thumbnail-3](https://microsites.stottandmay.com/hs-fs/hubfs/Job-thumbnail-3.jpg?width=400&height=500&name=Job-thumbnail-3.jpg) VP of Sales Find out more ](https://find.stottandmay.com/job/vp-sales-73499) - [![Job-thumbnail-2](https://microsites.stottandmay.com/hs-fs/hubfs/Job-thumbnail-2.jpg?width=400&height=500&name=Job-thumbnail-2.jpg) Enterprise Account Executive Find out more ](https://find.stottandmay.com/job/account-executive-73500) - [![Job-thumbnail-1](https://microsites.stottandmay.com/hs-fs/hubfs/Job-thumbnail-1.jpg?width=400&height=500&name=Job-thumbnail-1.jpg) Head of Channel Sales Find out more ](https://find.stottandmay.com/job/head-of-channel-sales-73501) ### Interview Process ## Your journey to our team For us, interviews are all about getting to know each other and feeling comfortable that we’re all on the same page. There’s potential for some variation depending on the role but you can expect:   Step 1: Conversation with the hiring manager on skills and fit Step 2: ‘Work with us session’ to get a sense of your approach Step 3: An opportunity to meet members of the leadership team Some of the people you might meet along the way are: ### Donnchadh Casey Chief Executive Officer ### James White President, CTO ### Yash Tulsani CBO/CFO ### Ted Nitka Partnerships Lead ### Nick Flynn GTM Operations ![culture-image](https://microsites.stottandmay.com/hubfs/culture-image.jpg) ### Benefits ## What you'll get in return At CalypsoAI, we have a range of benefits, aimed at giving you peace of mind, while also furthering your own personal development ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### Hybrid working ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### 3 weeks work from anywhere ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### Healthcare plans ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### 401(k) ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### Dental & vision ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### Long-term disability ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### Access to L&D platform ![CalypsoAI-icon-bubble](https://microsites.stottandmay.com/hs-fs/hubfs/CalypsoAI-icon-bubble.png?width=50&height=50&name=CalypsoAI-icon-bubble.png) ### Annual Calypso day off ## Join the AI revolution in security [Apply today ](https://microsites.stottandmay.com/calypsoai#vacancies) [![SM Logo White_](https://microsites.stottandmay.com/hubfs/SM%20Logo%20White_.svg)](https://www.stottandmay.com/) [![Calpyso-linkedin-logo](https://microsites.stottandmay.com/hs-fs/hubfs/Calpyso-linkedin-logo.png?width=30&height=30&name=Calpyso-linkedin-logo.png)](https://www.linkedin.com/company/stott-and-may) [![CalypsoAI logo light](https://microsites.stottandmay.com/hubfs/CalypsoAI%20logo%20light.svg)](https://calypsoai.com/) [![Calpyso-linkedin-logo](https://microsites.stottandmay.com/hs-fs/hubfs/Calpyso-linkedin-logo.png?width=30&height=30&name=Calpyso-linkedin-logo.png)  ](https://www.linkedin.com/company/calypso-ai/)[![calypso-twitter-icon](https://microsites.stottandmay.com/hs-fs/hubfs/calypso-twitter-icon.png?width=30&height=30&name=calypso-twitter-icon.png) ](https://twitter.com/calypsoai) Stott and May  2025 - All rights reserved [Privacy Policy](https://www.stottandmay.com/privacy) | [Cookies](https://www.stottandmay.com/cookies) | [Modern slavery](https://www.stottandmay.com/modern-slavery-statement) [![SM Logo White_](https://microsites.stottandmay.com/hubfs/SM%20Logo%20White_.svg)](https://www.stottandmay.com/) [![Calpyso-linkedin-logo](https://microsites.stottandmay.com/hs-fs/hubfs/Calpyso-linkedin-logo.png?width=30&height=30&name=Calpyso-linkedin-logo.png)](https://www.linkedin.com/company/stott-and-may) [![CalypsoAI logo light](https://microsites.stottandmay.com/hubfs/CalypsoAI%20logo%20light.svg)](https://calypsoai.com/) [![Calpyso-linkedin-logo](https://microsites.stottandmay.com/hs-fs/hubfs/Calpyso-linkedin-logo.png?width=30&height=30&name=Calpyso-linkedin-logo.png)  ](https://www.linkedin.com/company/calypso-ai/)[![calypso-twitter-icon](https://microsites.stottandmay.com/hs-fs/hubfs/calypso-twitter-icon.png?width=30&height=30&name=calypso-twitter-icon.png) ](https://twitter.com/calypsoai) Stott and May  2025 - All rights reserved [Privacy Policy](https://www.stottandmay.com/privacy) | [Cookies](https://www.stottandmay.com/cookies) | [Modern slavery](https://www.stottandmay.com/modern-slavery-statement) ```json { "@context" : "https://schema.org", "@type" : "VideoObject", "contentUrl" : "https://stream.mux.com/WF92S3MqEueLqV02feOlCHHk99St2dgRXIOMCEPpszk4/capped-1080p.mp4", "dateModified" : "2025-05-23T09:09:11.768Z", "duration" : "PT9S", "height" : 600, "name" : "CalpsoAI A company of firsts_v2", "thumbnailUrl" : "https://2529404.fs1.hubspotusercontent-na1.net/hubfs/2529404/CalpsoAI%20A%20company%20of%20firsts_v2.mp4/medium.jpg?t=1747991351768", "uploadDate" : "2025-05-23T09:09:11.762Z", "width" : 1200 } ```