Toronto; Atlanta; Austin; Chicago; Kitchener-Waterloo; Montreal; New York; Remote - Europe Remote (Global) Full-time

Siena AI is hiring a Head of Education & Community

Responsibilities

  • Lead product education initiatives for the team through structured sessions, documentation, and demonstrations following each release
  • Conduct customer workshops and regular product deep dives focused on specific use cases with measurable outcomes
  • Design a repeatable onboarding journey from contract signing to first value realization across all customer segments
  • Implement a standardized onboarding program for new hires to accelerate productivity
  • Develop a comprehensive library of demo content—live, recorded, vertical-specific, and persona-targeted—for use by sales and customers
  • Create Siena Academy with structured curricula, certifications, and learning tracks for internal and external audiences
  • Foster a vibrant community through recurring events, forums, and shared practices where customers, partners, and practitioners exchange knowledge
  • Educate the broader market via public courses, published content, and widely adopted frameworks
  • Equip sales teams with effective demos, messaging, and positioning tools including scripts, vertical narratives, and closing techniques
  • Develop AI systems that automate and scale educational processes, teaching AI agents to deliver instruction

Compensation

Competitive salary with equity or stock grants included

Work Arrangement

Remote, worldwide

Team

Globally distributed, async-first team with minimal bureaucracy; hires and treats professionals as autonomous adults

Why Siena?

  • Exercise full ownership over problems—not just tasks—with autonomy and trust to solve them independently
  • Build work that ships quickly and impacts real consumer brands at scale
  • Help define a new category—the Agent of Record—with unsolved challenges and cutting-edge AI models
  • Join a team that values independent judgment and operates with minimal oversight
  • Receive a strong compensation package including salary, equity, or stock grants
  • Access a dedicated learning budget to support continuous growth
  • Work in an environment where fluency with production AI is standard and expected

Our values

  • Stay curious, obsess over customers, and take initiative without being prompted
  • Prioritize solving issues quickly, then communicate what was done
  • Give and accept direct feedback because accuracy matters more than politeness
  • Uphold high standards even when moving fast
  • Cultivate genuine relationships with teammates as the foundation for exceptional work
  • Stay resilient, adapt under pressure, and keep progressing

Our approach to AI

  • Integrate AI seamlessly into daily workflows as a natural extension of personal capability
  • Build custom ecosystems of AI agents for research, debugging, writing, analysis, and coding
  • Select the best AI model for each specific task based on performance
  • Receive premium access to leading AI tools including ChatGPT, Claude, Perplexity Pro, Cursor, and Lovable, plus a quarterly budget for new tools
  • Host demo days to showcase innovative AI workflows
  • Engage in discussions on Slack about model performance for specific use cases
  • Learn continuously from peers' AI strategies and implementations

Equal Employment Opportunity

  • We provide equal employment opportunities regardless of race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression
  • We are committed to building a diverse, inclusive workforce and welcome individuals of all backgrounds and experiences

Hiring Process

  • We use AI-assisted tools to support initial screening
  • All final hiring decisions are made by human reviewers
  • Candidates may request a human-only review by contacting talent@siena.cx

Other

  • Fully remote and async-first work environment
  • Candidates must be capable of operating independently without detailed instructions
  • Global team with no geographic restrictions
  • No language requirements, travel expectations, shift schedules, equipment provisions, security clearances, or background checks specified
  • No information provided on contract duration, probation periods, or relocation support

Not mentioned

About company
Siena AI
Siena builds enterprise empathic AI Agents powered by reasoning-adept LLMs. It is the first AI Agent of its kind, designed to integrate with existing systems and interact with customers across multiple channels from a single, unified platform.
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Job Details
Department GTM
Category other
Posted 21 days ago