Senior Director, Applied AI

Sky Mavis; San Francisco (CA); Hybrid; USD 180,000 - 260,000; Full time

Job summary

Sky Mavis is seeking a Senior Director of Applied AI to lead innovative AI systems at our San Francisco office. This position involves redefining healthcare investing, building advanced AI systems, and educating teams on AI capabilities. Ideal candidates should possess extensive experience in technical roles and excellence in Python or TypeScript.

Join a passionate, diverse team focused on transforming global healthcare. Compensation includes both cash and equity, targeting top-tier talent with a hybrid work schedule available.

Qualifications

• 10+ years in a senior technical role at a startup or investment firm.
• Expert in Python and TypeScript.
• Experience with agent frameworks and AI systems in production.
• Innovative in AI application and workflows.

Responsibilities

• Design and ship AI systems for healthcare investing.
• Build long-horizon agents and self-improving feedback loops.
• Teach organizations about AI capabilities.
• Support transformative health technology companies.

Skills

Python

TypeScript

AI systems development

Agent frameworks

Machine learning techniques

Job description

Location

Redesign Health; Bengaluru, India; New York, New York, USA; San Francisco

Employment Type

Full time

Location Type

Hybrid

Department

Technology

About the Job:

We're hiring an ambitious, self-initiated, product-minded Senior Director, Applied AI to build the agentic workflows that power Redesign's most important decisions: the founders we back, the concepts we pursue, the people we hire, the investors we work with, and the healthcare partners we support. You will turn messy, high-judgment business workflows into scalable, self-learning systems that compound the firm's impact.

You will ship with the ownership of a founder and the judgment of an investor. You keep current with frontier AI research and retool your tradecraft every day. You will join a global team of former founders, architects, and research scientists in a high-leverage role. Your peers will be among the most senior technical and business leaders at the firm. Interested and qualified candidates may hire and manage additional engineers as needed.

What You'll Do:

• Redefine healthcare investing as a technical discipline. You will design and ship AI systems to unlock one of the world's densest and highest-impact repositories of healthtech venture knowledge. You will embed with our investment, talent, and global development teams to solve problems in deep research, alternative people and organizational data, and human‑agent interaction. You will constantly raise the bar on the level of technical sophistication that we embody and offer to our founders, portfolio, and healthcare partners.

• Push the frontier of applied AI. You will build durable, long‑horizon agents, combine complex human judgment with context engineering and self‑improving feedback loops, and constantly invent things that didn't exist yesterday. As appropriate, you will publish, open‑source, and share what you learn across our portfolio, our healthcare partners, and the broader research community.

• Raise the technical bar across the company. You will use the work you ship to teach the organization what AI can do, contribute reusable patterns back to our core systems, and help teammates and portfolio companies understand how to build differently in an AI‑native world.

• Create global patient impact. As a technologist‑investor, you will source, assess, inspire, and close exceptional founders, then support them in building enduring, transformative health technology companies that serve millions of patients and providers around the world.

What You'll Need:

We value and actively seek exceptional talent from all backgrounds and experiences, recognizing that excellence takes many forms. We care less about the specific arena than about clear evidence of superlative peer‑relative performance: being selected into high‑talent environments, distinguishing yourself within them, earning unusually broad scope or trusted ownership, progressing rapidly, or doing work that changed the trajectory of a team, product, company, or field. While every path is different, we believe the most successful candidates for this role will share the following characteristics:

• You have spent 10+ years in a senior technical role at a major venture‑backed startup, frontier AI lab, or investment firm. Bonus points for founding a company and building a product from 0‑1, or for meaningful time inside a VC or similar.

• You are an expert in Python and/or TypeScript and have written and reviewed millions of lines of code. You are proficient with modern agent frameworks (Lang* / Deep Agents, the Anthropic Agent SDK, or similar) and have shipped systems on top of them in production.

• You have built or materially modified the harness around an agent: custom tools or agentic CLIs, MCP servers, durable and sandboxed execution, observability, and self‑learning loops. You have built stateful, long‑horizon agentic systems well beyond basic RAG, and have wrestled with the evals, context engineering, and failure modes that emerge when models sit in front of real business users. Bonus points for a pre‑LLM background in machine learning, knowledge graphs, semantic search, or for having built CRM‑like intelligence products such as enterprise RevOps or recruiting software.

• You have completely reinvented your workflow around AI. You've built sophisticated systems on top of coding agents like Claude Code (skills, MCPs, custom harnesses for development and code review) and have hardly written code by hand in over a year.

• Technology is one of your passions, but you find deep meaning in some other pursuit to which you've devoted your time, thought, and effort: a creative or athletic outlet, a family business, or service.

Who You Are:

• You are a relentless, startup‑native technologist with a high tolerance for ambiguity and an even higher speed of execution.

• You are obsessive about building products people love. Where others see requirements, you see people trying to do difficult work with imperfect tools. You earn their trust by working alongside them, and you go to unreasonable lengths to make sure what you build creates outsize impact.

• You architect interfaces for agents as deliberately as most engineers architect interfaces for humans. You think about tools, context, memory, evals, and failure recovery as product surfaces.

• You are drawn to the messy human systems where data, relationships, and expertise are combined to predict the future. Ideally you have worked inside an investment firm, built software for one, or spent enough time around investors and operators to understand how they work.

• You have an outstanding executive presence and can skillfully elicit critical information about what to build. You help nontechnical leaders understand "the art of the possible" and they trust you because you deliver for them.

• You have thrived in a group of passionate, talented, diverse, and low‑ego individuals because these kinds of people love working with you.

• You are deeply motivated to transform global healthcare and see technology as the true calling through which you can better the world.

• You have accomplished something most people haven't: started a company, won an international academic award, shipped a product loved by many, performed music around the world, or overcome difficult circumstances to succeed. You have dedicated your life to excellence in your craft.

Compensation and Location:

You will work on a hybrid schedule from our offices in New York, San Francisco, or Bengaluru. We target world‑class talent and compensate accordingly, with packages containing a mix of cash and fund equity.