AI Strategist
About StackAI
StackAI is the enterprise AI platform trusted by Fortune 500 companies, banks, healthcare providers, and government agencies to build, deploy, and scale AI-powered workflows, without requiring machine learning expertise.
Our no-code platform helps organizations automate document processing, knowledge retrieval, customer support, compliance operations, and other mission-critical workflows. Today, more than 200 enterprise customers use StackAI to run AI at scale across healthcare, financial services, legal, logistics, defense, and beyond.
Backed by Y Combinator and Google, StackAI recently joined forces with Asana to help define the future of AI-native work. Together, we're building the operating system for how enterprises deploy and manage AI agents across their organizations.
We're a small, highly ambitious team that moves fast, solves hard problems, and cares deeply about building exceptional products. If you're excited about sha
About the Role
At Stack AI, we’re democratizing access to large language models, enabling anyone to build AI-powered applications that drive meaningful impact in the real world. As one of our first AI Strategists, you’ll partner directly with customers to design, deploy, and scale AI workflows that transform their operations.
You’ll wear many hats: part consultant, part product strategist, part operator. You’ll engage senior executives to define AI strategy, collaborate with technical stakeholders to deliver solutions, and guide organizations through adoption and change management. You’ll also bring back customer insights to influence Stack AI’s product roadmap, helping us scale a platform used by hundreds of large enterprises globally.
This is an ideal role for someone who thrives in ambiguity, enjoys blending strategy with execution, and is excited to help shape both our customers’ AI transformation and Stack AI’s future.
What You’ll Do
Executive Engagement: Partner with business leaders and technical teams to scope high-value AI use cases and align on success metrics.
End-to-End Ownership: Lead customer engagements from ideation through delivery, ensuring long-term adoption and measurable business outcomes.
AI Strategy & Value Discovery: Identify opportunities where AI workflows can deliver ROI, efficiency, and competitive advantage.
Customer Enablement: Train and empower customer teams to build and iterate on AI workflows using Stack AI’s no-code platform.
Change Management: Drive onboarding and adoption so that solutions become an integral part of customers’ day-to-day operations.
Product Feedback Loop: Act as the voice of the customer, surfacing needs, patterns, and insights that inform our roadmap.
Thought Leadership: Contribute to playbooks, case studies, and best practices that help scale Stack AI’s impact across industries.
What We’re Looking For
Customer-Centric Mindset: Deep empathy for users and ability to connect technical capabilities with business value.
Strategic Communication: Comfortable engaging both technical stakeholders and senior executives, translating between the two.
Enterprise & Startup Experience: Experience delivering solutions in complex organizations, while being comfortable operating in a startup environment.
Technical Acumen: Familiarity with AI/ML concepts and tools; experience with Python, SQL, or data analysis is a plus (but not required).
Builder Mentality: Bias for action, comfort with ambiguity, and ability to create structure where none exists.
Passion for AI: Strong conviction in AI’s transformative potential and excitement about making it accessible.
People Leadership (nice to have): Experience leading cross-functional initiatives or teams.
Why Join Stack AI
Massive impact: Shape how organizations adopt LLMs at scale, from startups to Fortune 500s.
Early team member: Join a YC-backed company founded by MIT PhDs, with 35,000+ users and growing fast.
Builder’s playground: Work at the intersection of strategy, product, and execution - helping define a new category of AI-powered workflows.
Values-driven culture: We value action, transparency, boldness, and curiosity.
Travel: Flexibility to travel occasionally for customer engagements (~10-40%).