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Leena AI

Entrepreneur in Residence (EIR)

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Job Description

About Leena AI

Leena AI is a leader in Agentic AI for the enterprise. We are building an iconic company, delivering AI Colleagues that transform back-office functions and accelerate the full promise of Generative AI—unlocking real productivity gains, cutting costs, and delighting employees at scale.

Leena AI provides the most forward-looking, open, and scalable Agentic AI architecture for the enterprise— it empowers CIOs and CTOs to develop, deploy, and manage AI Colleagues for the back office at scale. Built with full governance, compliance, security, and auditability at its core.

Leena AI integrates with 1000+ applications, including SAP, Salesforce, ServiceNow, Workday, and Microsoft Office 365. We are proud to be trusted by 500+ global enterprises and 20 million+ employees, including leading brands such as Nestlé, Puma, Coca-Cola, Sony, and Etihad Airways.

Founded in 2018 and headquartered in New York, Leena AI has secured over $40M in financing from top-tier investors including Greycroft, Bessemer Venture Partners, B Capital, and Y Combinator.

Role Overview

Support Sales Operations & Deal Desk

  • Support and help manage the end-to-end sales operations function — from pipeline hygiene

and CRM governance to forecasting accuracy and quota-setting frameworks.

  • Drive the Deal Desk operations: structure complex, multi-stakeholder enterprise deals for

Fortune 500 clients, ensuring commercial terms are both competitive and margin-accretive.

  • Build scalable playbooks for contract reviews, discount approvals, and non-standard deal

structuring in partnership with Legal, Finance, and GTM leadership.

  • Identify and eliminate friction in the sales cycle — reducing deal cycle times and ensuring the sales team spends maximum time selling, not on admin.

Revenue Recognition

  • Support the revenue recognition process end-to-end, ensuring compliance with ASC 606 / IFRS

15 standards across all contract types and geographies.

  • Partner with Finance and Legal to review customer contracts, identify recognition triggers, and

accurately map revenue schedules to delivery milestones.

  • Build robust reporting and audit trails that give the executive team real-time visibility into

recognized vs. deferred revenue, ARR movements, and bookings quality.

  • Proactively flag recognition risks on complex deals during the pre-signature stage, becoming the

connective tissue between Sales, Finance, and Accounting.

Fundraising & IR

  • Drive the fundraising process from preparation to close — owning the data room, investor

narrative, financial models, and due diligence responses.

  • Build and maintain relationships with top-tier VCs, sovereign wealth funds, and strategic

investors; manage the investor pipeline with the same rigor as a sales pipeline.

  • Synthesize company performance metrics, ARR growth, unit economics, and market positioning

into compelling investor materials (pitch decks, memos, and board updates).

  • Coordinate cross-functionally across Finance, Legal, and the Executive team to ensure

fundraising timelines are met without disrupting core business operations.

Financial Reporting & Business Insights

  • Drive financial and operating reporting (MIS, board packs, investor updates) — partnering

across teams to deliver on time and with accuracy.

  • Analyze operational and financial ratios to proactively flag issues and propose solutions.
  • Stay current on market trends and competitive benchmarks to guide the business on areas of

improvement.

Requirements & Qualifications

  • 3–5 years in Revenue Ops, Sales Ops, Strategy & Finance, Investment Banking / Management Consulting.
  • Experience with modern revenue stack — Salesforce or HubSpot CRM, CPQ tools, billing/subscription systems, BI tools.
  • Comfortable using AI tools (Claude, ChatGPT, or similar) to accelerate analysis, reporting, and deal review workflows.
  • Strong financial modelling in Excel/Sheets: three-statement models, ARR/CARR waterfalls, cohort and unit economics, scenario analysis. SQL is a plus.
  • Exposure to global enterprise deal structures preferred; experience supporting a priced funding round (Series B onwards) is a strong plus.

Skills: sales operations,stakeholder management,market research,data infrastructure,growth strategy,strategic initiatives,data analysis,possess strong analytical,crm optimization

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About Company

Job ID: 144006515

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