We're seeking an AI Chief of Staff to lead our agentic engineering efforts, design and ship multi-step AI agent workflows, and drive innovation in our remote-first environment. This role requires a strong background in AI, experience with agentic AI builders, and a founder-pace drive. The ideal candidate will be able to work independently, catch errors before they ship, and thrive in ambiguity.
Key Highlights
Key Responsibilities
Technical Skills Required
Benefits & Perks
Nice to Have
Job Description
Job Title: AI Chief of Staff (Agentic Engineering Lead)
Monthly Salary: ₹2,25,000–3,25,000/month gross (≈ ₹27–39 LPA) + ESOP
Start Date: Immediate
Job Type: Full-Time, Remote-First (India-based)
Reports To: Founder/CEO
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Hey Future Figment Family Member!
Ever dreamt of turning heritage homes into works of art while working from anywhere? We're Figment — the rebels of hospitality, making the world a more human place to live, one conserved shophouse at a time.
Our boutique hotel-inspired homes are hailed as the 'Picassos of Singapore's Built Heritage' by Travel + Leisure, with coverage from NYT, WSJ, The Straits Times to Channel NewsAsia. We've hosted over 4,000 members from companies like Grab, BCG (Boston Consulting Group), and Citi over the past 3+ years.
What Makes This Role Different:
- 100% Remote-First: Work from home, a café, or anywhere that inspires you. We're entirely results and KPI-driven (Key Performance Indicators = measurable outcomes), not face-time driven. Note: Remote-first means self-discipline and clear communication are essential.
- Competitive Package: ₹2,25,000–3,25,000/month gross (≈ ₹27–39 LPA) + ESOP (Employee Stock Ownership Plan). We believe in paying well for exceptional talent.
- Stability with Purpose: We're a profitable, bootstrapped company backed by real shophouse assets — not chasing venture capital's "growth at all costs" mentality. Your job security comes from real revenue, not runway.
- Accelerated Growth: Staff take on significant responsibilities from day one in our hands-on scrappy startup environment. As we aggressively expand our team, you'll grow alongside us with clear progression paths.
- Global Conservation Mission: As stewards of Singapore's architectural heritage, we're pioneering the boutique homes concept globally — from London townhouses to Spanish Colonial homes in Intramuros, Manila, to colonial bungalows across India.
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Key Outcomes
- Customer-Service Agent — Build and ship the production AI agent that handles member FAQs, onboarding, and troubleshooting across our boutique-homes portfolio.
- Sales Agent — Build and ship the production AI agent that qualifies inbound leads, drafts personalised responses, and schedules viewings.
- MCP Connector Stack — Wire every queryable Figment system (property management, CRM, project management, drive, accounting, banking) into a unified agent-accessible layer.
- Property Underwriting Automation — Automate the real-estate deal model: listing-to-memo pipeline that compresses cycle time and 10x's pipeline volume.
- Deal sourcing Outreach — Build the agents that source supply at scale — personalised outbound to property owners (real estate) and landlords (boutique homes).
- Team-Wide Automation Rollout — Ship custom AI workflows to each Figment team member; every direct report gets time back.
Key Competencies We're Looking For
- Agentic AI Builder — You design and ship multi-step AI agent workflows. You've put at least 3 agentic flows into production. You reach for tools, MCPs, retrieval, and evals before reaching for prompts. You quote your own prompts from memory.
- Founder-Pace Drive — You move 3x faster than the corporate baseline. You ship 80% drafts within hours rather than 100% perfection within days. You thrive in ambiguity and back-pressure.
- Forensic Detail Audit — You catch errors before they ship. You double-check every number, every claim, every name. Critical for customer-facing agents and underwriting models.
- Anticipatory Ownership — You run ahead of the principal. You surface decisions before they're asked. You close loops without being chased. You own outcomes, not task lists.
Experience and Qualifications
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Required:
- Bachelor's from IIT (Bombay, Delhi, Madras, Kanpur, or Kharagpur), IIM (Ahmedabad, Bangalore, or Calcutta), or ISB Hyderabad
- 3–5 years at a Series A–C Indian startup as Chief of Staff / Founder's Office / Special Projects / RevOps Lead, or in operations/strategy at a local Indian company
- Personally shipped at least 3 agentic AI workflows or production AI features — be ready to walk us through the architecture
- Demonstrable fluency with the AI builder stack — Claude, ChatGPT, n8n, Zapier, Make, LangChain, MCP. Be prepared to share verbatim prompts and your verification workflow.
- India-based with at least 6 hours daily working overlap with Singapore (07:00–19:00 SGT)
Nice to have:
6. Prior exposure to real estate, hospitality, or the cultural/heritage sector
7. Python or TypeScript fluency — you read and modify production code
8. Side projects, GitHub repos, or public writing that demonstrate the builder mindset
9. Multilingual: Hindi, Tamil, Mandarin, or French in addition to English
10. Past experience in a remote-first global team
Why Figment?
We're not just preserving buildings — we're conserving living heritage and exporting this model worldwide. This isn't your average 9-to-5; it's ownership-level responsibility with startup energy and established-company stability
Ready to make your mark? Join our house-proud, community-loving Figment family as we bring back the kampong spirit and scale globally! 🚀
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