Featured Employer Microsite | CalypsoAI

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.

‘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.

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.

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.

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.

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.

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.

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

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

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.

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.

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.

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.

"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

"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

RSAC-sandbox-finalist

Top 2 at Innovation Sandbox April 2025

1-Cyber-60-400x

Fortune Cyber 60 2025

2 Fast-Company-Innovative-Co-Award

Most Innovative Companies in AI 2025

IDC innovator 2024

4 Gartner-Cool-Vendor-22-400x

AI Core Technologies–Scaling AI in the Enterprise 2022

5 Gartner-Mentions-with-Border

6 Frost-Sullivan-1

North American Entrepreneurial Company of the Year Award 2024

7 AI-Dev-World-400x

Most Innovative Company of the Year 2023

the-information

#1 in SaaS & Security category 2024

8 Forrester-Mentions-with-outline

Donnchadh Casey
Chief Executive Officer

James White
President, CTO

Yash Tulsani
CBO/CFO

Ted Nitka
Partnerships Lead

Nick Flynn
GTM Operations

Hybrid working

3 weeks work from anywhere

Healthcare plans

401(k)

Dental & vision

Long-term disability

Access to L&D platform

Annual Calypso day off