Technical Account Manager, CalypsoAI
Security and monitoring software for AI deployment
Be an early applicant
Security and monitoring software for AI deployment
21-100 employees
Be an early applicant
21-100 employees
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.
Role
Who you are
- 4+ years in a post-sales technical role (e.g., TAM, Solutions Engineer, Implementation Consultant, or similar)
- Strong understanding of enterprise infrastructure (e.g., networking, containers, security protocols)
- Experience leading technical deployments (on-prem, hybrid, or complex SaaS integrations)
- Experience working with enterprise customers in regulated industries (bonus: AI/ML or cybersecurity products)
- Excellent communication and project management skills--you can set expectations, drive timelines, and keep everyone aligned
- Ability to thrive in a startup environment--comfortable with ambiguity, self-directed, and proactive
Desirable
- Experience in Enterprise Software/SaaS Deployments: Proven track record managing post-sales customer relationships for complex software solutions, especially in B2B or enterprise environments
- Knowledge of AI/ML or Cybersecurity Products: Familiarity with generative AI, LLMs, or modern security practices is a strong plus, especially if the company operates in these domains
- Cloud Platform Expertise: Working knowledge of major cloud platforms such as AWS, Azure, or Google Cloud, especially in configuring or supporting customer environments
- Infrastructure and DevOps Understanding: Experience working with Kubernetes, Docker, Terraform, or similar technologies in customer-facing environments
- Strong Project Management Skills: PMP or other project management experience, or demonstrable experience managing cross-functional customer onboarding and implementation projects
- Technical Writing or Documentation Skills: Ability to create or contribute to internal and external documentation such as runbooks, onboarding guides, FAQs, or customer support resources
- Ability to Write or Review Code: Basic proficiency in scripting or programming languages (e.g., Python, Bash, JavaScript) for troubleshooting, integrations, or custom configurations
- Experience in Customer-Facing Roles in Startups: Comfortable working in fast-paced, ambiguous environments with minimal structure, ideally in early-stage or high-growth companies
- Excellent Communication and Presentation Skills: Ability to translate complex technical topics into easy-to-understand concepts for both technical and non-technical audiences
- Strategic Thinking: Experience helping customers align product usage with business objectives, identifying upsell opportunities, and driving product adoption
What the job involves
- As our first Technical Account Manager / Implementation Lead, you’ll play a critical role in ensuring customer success from the moment a deal is signed
- You’ll lead technical onboarding and implementation efforts, serve as the customer’s primary post-sales technical point of contact, and work closely with Solutions Engineering, and Support to drive adoption, reduce time-to-value, and lay the foundation for long-term partnerships
- This is a Remote/Telecommute position, allowing you to work from home while collaborating with a distributed team
- This is a hands-on, high-impact role for someone who thrives in early-stage environments, wears many hats, and wants to help shape the customer journey at a fast-growing AI security startup
- Lead technical onboarding and implementation for new customers, including planning, scoping, milestones, and success metrics
- Own the post-sales relationship from a technical standpoint, serving as the main point of contact for customer engineering and security teams
- Develop and execute structured implementation plans to ensure customers achieve First Time to Value quickly and reliably
- Proactively manage risk by identifying blockers, misaligned expectations, or skill gaps--on either side--and escalating as needed
- Collaborate cross-functionally with Sales, Engineering, and Product to ensure successful handoffs and knowledge sharing
- Document repeatable processes, technical guides, implementation templates, and internal runbooks
- Coordinate support needs, triage technical issues, and ensure efficient collaboration with Support and Dev teams
- Act as a customer advocate, gathering feedback and insights to inform roadmap and future services
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
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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