Product Manager, CalypsoAI

CalypsoAI Inference Red-Team

Salary not provided

+ Equity

Mid and Senior level

Dublin

More information about location

1+ day a week in office

Security and monitoring software for AI deployment

Be an early applicant

Security and monitoring software for AI deployment

21-100 employees

B2BArtificial IntelligenceSecurityMachine LearningSaaS

Be an early applicant

Salary not provided

+ Equity

Mid and Senior level

Dublin

More information about location

1+ day a week in office

21-100 employees

B2BArtificial IntelligenceSecurityMachine LearningSaaS

Company mission

To accelerate the adoption of AI solutions through rigorous validation. By providing decision-makers with confidence in the real-world performance and robustness of their AI solutions, we can move AI from the sidelines to a central role in empowering their mission.

Job

Company

Role

Who you are

This role is perfect for someone who lives at the intersection of strategy and execution—a product leader who drives agile delivery, champions customers, and sweats the details on quality and adoption. Some key experiences and skills include:
At least 3 years in B2B SaaS product management, with a track record of shipping technical products and major features
Dual track agile: Experience leading a cross-functional product team and running agile sprint with frequent, regular releases as well as longer-running discovery and definition work
Execution mindset: You default to action, course-correct quickly, and are able to make decisions and keep forward momentum with less-than-perfect information
Clear communication: You can flex your communication style for the audience, clearly explain the “why” behind decisions, and prefer candor and clarity to jargon and happy talk
Resilience and empathy: You’re able to maintain perspective and recover from setbacks quickly, and you help the team stay positive and productive when faced with difficulties
Hands-on problem solving: You’re wiling and able to dive into the technical details when needed, and push up your sleeves to do whatever’s necessary for product success—even if that’s outside the job description
Bonus points if you have experience in cybersecurity or AI

What the job involves

CalypsoAI is looking for an energetic and hands-on Product Manager to lead our Inference Red-Team product. We’re a venture-backed startup at the cross-section of the two hottest and most dynamic technology sectors—cybersecurity and AI.
Inference Red-Team is our newest product that’s just hitting the market. As PM you’ll be responsible for making sure our feature set exceeds customer expectations and leaves competitors in the dust, while giving users powerful, easy-to-use functionality that helps them understand and manage AI security risks
As the Product Manager for Red-Team, you’ll own the product’s success by driving execution, strategy, and cross-functional collaboration. Your key responsibilities include:
Product ownership: Define features, scope requirements, and drive releases while balancing customer needs, technical constraints, business goals, and product usability
Agile leadership: Lead sprint planning, daily stand-ups, and feature kickoffs; foster collaboration and communication on the team while keeping focus on releases
Voice of the customer: Understand the buyer and user personas, prioritise feature requests, gather customer feedback, and distill insights into actionable improvements
Awareness & adoption: Demo features, craft release notes, and help sales and marketing understand how to communicate the value and differentiation of the product
Process & quality: Continuously improve team effectiveness and efficiency with clear expectations and accountability; test the product frequently yourself to make sure tech and UX debt aren’t creeping in

Our take

AI presents algorithmic solutions for improving the efficiency of just about every tech company's operations, but the potential for machine learning security breaches prevents approximately 85% of AI projects from being deployed. This is particularly significant when it comes to military uses of AI, yet machine learning lacks a universal framework for testing, reporting, and auditing.

Calypso AI develops software tools and features that facilitate the testing, risk management, auditing, and ultimately validation of machine learning algorithms for AI creators and consumers. The aim of the company is to ultimately increase the speed at which AI projects can be moved from experiments to deployment through no-code dashboards, human-in-the-loop interventions, and real-world testing features within the CalypsoAI toolkit.

Many SaaS startups are applying AI to increase the efficiencies of innovative technologies such as cloud computing and IoT, but unlike Calypso AI, few have tackled the root problem of the cybersecurity of AI algorithms. Off the back of 2025 funding, the company is planning to accelerate its scale-up and expand its reach.

Steph

Company Specialist at Welcome to the Jungle

Insights

Top investors

Glassdoor (3.4)

Company

Funding (last 2 of 5 rounds)

Apr 2025

$5m

EARLY VC

Jun 2023

$23m

SERIES A

Total funding: $44.2m

Company HQ

Beresford Park, San Mateo, CA

Leadership

Neil Serebryany

(Founder)

Also a Venture Partner at Flex Capital. Previously worked in Innovation at the US Department of Defense.

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