Director of AI/ML -Grata

Datasite and its associated businesses are the global center for facilitating economic value creation for companies across the globe. From data rooms to AI deal sourcing

and more. Here you’ll find the finest technological pioneers: Datasite, Blueflame AI, Grata, and Sherpany. They all, collectively, define the future for business growth.

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Job Description:

Grata is the leading private market dealmaking platform. We make it easy to find, research, and engage with private companies while powering end‑to‑end M&A business development workflows. Our platform delivers the most comprehensive, accurate, and searchable proprietary data on private companies, their financials, and their owners.

We are looking for a Director of AI/ML to lead the AI/ML team building the intelligence behind Grata’s next generation of dealmaking workflows. This role owns the models and evaluation frameworks that power how customers discover opportunities, research companies, and act faster.

You will lead Grata’s AI/ML team end‑to‑end: setting the multi‑quarter AI strategy, owning execution and quality of production AI systems, and growing the engineers and applied scientists on the team, while partnering with senior leaders across Engineering, Product, Data, and Platform to deliver AI capabilities that move the business.

Grata is a hybrid company, with in-office collaboration in NYC on Mondays, Tuesdays, and Thursdays.

What You’ll Do

As Director of AI/ML, you will be accountable for AI strategy, team health, and the quality of AI systems in production. You will partner with senior leaders in Engineering, Product, Data, Platform, and Design.

You will:

• Set and own a multi‑quarter vision for Grata’s AI/ML stack, including agentic workflows, retrieval and RAG systems, model selection and fine‑tuning, and evaluation; and translate it into a prioritized, funded roadmap.
• Set the product direction for AI-powered functionality, partnering with Product and senior leadership to define what AI experiences Grata builds, why they matter to customers, and how they differentiate the platform.
• Lead the AI/ML team directly, including hiring, leveling, performance management, coaching, and career development for the engineers and applied scientists on the team.
• Own the outcomes of the team’s efforts: successful AI feature launches, measurable customer impact, and shared commercial wins.
• Own the quality of AI systems in production, including accuracy, reliability, latency, cost, and safety; and the evaluation and monitoring frameworks that keep them honest.
• Make principled build‑vs‑buy decisions on models, vendors, and tooling, and partner with Finance and engineering leadership on AI spend and capacity planning.
• Drive cross‑functional initiatives that span AI, Product, Data, and Platform, including major architectural shifts as the model and tooling landscape evolves.
• Balance near‑term delivery with long‑term technical health, making explicit trade‑offs on prototype velocity, productionization, and technical debt.
• Represent AI/ML in company‑level planning and communicate strategy clearly to technical and non‑technical audiences, up to and including the executive team.
• Establish and evolve healthy team practices across research, productionization, evaluation, and operational excellence; and foster a culture of high ownership, psychological safety, and sustainable pace.

This role is primarily focused on team leadership and AI strategy, with hands‑on technical engagement as needed to guide architecture, evaluate models, unblock the team, and support high‑impact initiatives.

What You’ll Be Working On

• Building the intelligence that powers Grata’s M&A business development platform and the agentic workflows on top of it.
• Designing and operating retrieval, ranking, and reasoning systems that help customers find the right private companies, investors, and opportunities.
• Developing agents and tool‑use systems that automate workflows for dealmakers, with the evaluation frameworks needed to ship them reliably.
• Investing in the AI development lifecycle, including experimentation tooling, evaluation harnesses, and feedback loops that compound over time.
• Generating proprietary data signals from Grata’s exclusive data to power discovery, research, and ranking.
• Partnering with Product, Data, and Platform leadership to align AI investments with where the business is heading next.

Technical Requirements (Must Have)

• Multiple years of experience leading AI, ML, or applied science teams as a director, senior manager, or equivalent.
• Track record of shipping AI/ML systems into production and improving them post‑launch through evaluation, monitoring, and iteration.
• Strong technical depth in modern AI/ML: LLMs, retrieval and RAG, embeddings, prompting, fine‑tuning, and the trade‑offs between them.
• Experience designing evaluation and quality frameworks for AI systems, including offline benchmarks, online metrics, and human‑in‑the‑loop review.
• Language‑agnostic technical credibility: comfortable partnering with engineers and applied scientists across modern AI stacks to guide architecture and review technical decisions, regardless of the specific language or framework.
• Sound judgment on AI cost, latency, reliability, and safety in production, with clear ownership of incidents and regressions.
• Demonstrated ability to hire, develop, and retain senior engineers and applied scientists, and to coach team members on growth plans and promotions.

Technical Experience (Nice to Have)

• Experience leading teams that build agentic or autonomous workflows, multi‑step LLM systems, or tool‑use frameworks.
• Hands‑on familiarity with foundation model APIs and fine‑tuning, including frontier and open‑weight models.
• Background in or familiarity with data engineering, ETL, and large‑scale data processing systems, such as:
  • Databricks or Spark‑based pipelines
  • Kafka, Pulsar, or similar event streaming platforms
  • Airflow, dbt, or workflow orchestration tools
• Exposure to cloud‑native architectures (AWS, GCP, or Azure), Kubernetes (EKS or similar), and modern observability stacks.
• Experience with MLOps or AI platforms, including experimentation, feature stores, model registries, and deployment tooling.
• Background in financial data, M&A, private markets, or similarly data‑heavy domains.

What We’re Looking For

We’re looking for a senior AI/ML leader who brings strong judgment, ownership, and collaboration skills. You may demonstrate strengths in areas such as:

• Setting a clear AI strategy and aligning the team and cross‑functional partners behind it.
• Translating ambiguous product problems into well‑scoped AI work, and knowing when AI is not the right tool.
• Anticipating cross‑team constraints and balancing technical risk with delivery goals.
• Holding the team to a high‑quality bar on evaluation, reliability, and customer impact while reinforcing sustainable execution.
• Forecasting capacity, negotiating scope, and planning effectively across quarters.
• Communicating clearly with technical and non‑technical partners, including executive stakeholders, about what AI can and cannot do.
• Guiding the team through a fast‑moving model and tooling landscape without chasing every new release.
• Coaching engineers and applied scientists, not just driving delivery, to grow into the next level of their careers.
• Proactively improving processes, metrics, and engineering effectiveness.
• Being a strong culture add — raising the bar on collaboration, ownership, and how the team works together.

#LI-Grata

The base salary range represents the estimated low and high end for this position based on a good faith assessment of the role and market data at the time of posting. Consistent with applicable law, each candidate’s compensation offer may vary and will be determined based on but not limited to, your geographic region, skills, qualifications, and experience along with the requirements of the position. This position may be eligible for bonuses, commissions, or overtime if applicable. Benefits include health insurance (medical, dental, vision), a retirement savings plan, paid time off, and other employee benefits. Specific details will be provided during the interview process. Datasite reserves the right to modify this pay range at any time.

Our company is committed to fostering a diverse and inclusive workforce where all individuals are respected and valued. We are an equal opportunity employer and make all employment decisions without regard to race, color, religion, sex, gender identity, sexual orientation, age, national origin, disability, protected veteran status, or any other protected characteristic. We encourage applications from candidates of all backgrounds and are dedicated to building teams that reflect the diversity of our communities.