Head of Finance and Ops (with AI)
CloudsineAI(https://www.cloudsine.tech) is an up-and-coming GenAI security product company headquartered in Singapore. Our WebOrion and TraceCtrl are our proprietary software that empowers enterprises and communities to adopt GenAI for web defacement monitoring and cutting-edge Agentic AI security observability and control. As we scale, we are building a strong operational and financial backbone to support growth across enterprise and government customers.
The Role
We are looking for a hands-on Head of Finance & Operations to take ownership of the company’s financial control, operational efficiency, and internal governance as we scale. This role is the company’s internal control tower —working directly with the Founders to provide financial clarity, operational discipline, and the scalability needed to support enterprise and government customers across the region.
You will not just manage processes — you will own outcomes, coordinate external partners, and translate financial and operational data into insights that drive business decisions. Equally important, you will lead by example in the responsible adoption of agentic AI tools within Finance & Operations.
Key Responsibilities
Financial Management & Reporting
o Provide clear, real-time visibility on cashflow, burn rate, and runway to support business decisions
o Own monthly financial reporting (P&L, cashflow, variance) with accurate and timely insights
o Manage budgeting, forecasting, and financial planning across project phases and the scale-up roadmap
o Track SaaS and recurring revenue metrics (ARR, MRR, NRR, churn) to support the S$10MARR target
o Support fundraising, financial modelling, and investor reporting
Finance Operations & Compliance
o Oversee and coordinate external vendors: accounting, payroll, corporate secretary
o Ensure smooth day-to-day finance operations: invoicing, collections, month-end closing
o Maintain compliance with ACRA, IRAS, GST regulations and manage audit processes
o Manage government grant administration and reporting
o Oversee HR and administrative operations via vendors, including payroll, employment contracts, and onboarding
Commercial & Project Finance
o Work with project and delivery teams to ensure timely, accurate project closure in line with contractual, billing, and revenue recognition requirements
o Support validation of customer satisfaction and project acceptance for key government and enterprise accounts to enable smooth billing, collections, and renewals
o Manage financial flows from cloud marketplace and channel partner programmes (e.g.,AWS Marketplace, Microsoft Azure) as these revenue streams come online
Operations, AI Governance & Continuous Improvement
o Improve internal processes and operational efficiency with AI tools — and do so responsibly, ensuring human oversight, data governance, and auditability in every AI-assisted workflow
o Model and embed responsible agentic AI use across Finance & Operations: evaluate and experiment with AI tools for internal adoption, define guardrails, and document workflows
o Build and maintain a CEO/leadership dashboard with key financial, operational, and business health metrics
What we are looking for:
o Degree in Accounting, Finance, Business, or arelated field; CPA / ACCA / CA preferred but not mandatory
o At least 4 years of relevant experience in finance, accounting, or operations in a startup, SME, or high-growth environment
o Strong working knowledge of Singapore financial regulations: ACRA, IRAS, GST, and audit processes
o Proven ability to manage end-to-end finance operations and coordinate external vendors
o Experience in financial reporting, budgeting, forecasting, and cashflow management
o Ability to translate financial data into clear business insights and recommendations for a non-finance leadership team
o High ownership mindset — able to operate independently, set priorities, and drive outcomes in a lean, fast-paced team
o Familiarity with SaaS business metrics: ARR,MRR, NRR, CAC, LTV, churn
o Experience supporting fundraising rounds, investor reporting, or board-level financial presentations
o Experience managing government grants, public-sector contracts, or milestone-based billing
o Comfort with, or strong curiosity about,AI-powered finance and operations tools — with a clear sense of where humanjudgement and oversight remain essential
o Exposure to cloud marketplace or channel partner billing models (AWS, Azure, or similar)
Why Us:
At CloudsineAI, you’ll:
· Work at the forefront of one of the fastest-growing categories in enterprise security — Agentic AI Security Observability & Control
· Play a direct, visible role in shaping the operational and financial backbone of a company on a clear scale-up trajectory
· Gain direct access to leadership, strategic decision-making, and the full commercial picture of an early-stage, high-ambition technology business
· Be part of a team that genuinely uses the AI governance principles it sells — you will use agentic AI responsibly every day, not just read about it
· Competitive compensation, flexible working environment, and a culture that rewards ownership and initiative
Interested applicants, please drop us a note at hr@cloudsine.tech with your CV and cover letter.
