Ben Stein

CEO

Singapore, Singapore18 yrs 10 mos experience
Most Likely To SwitchAI ML Practitioner

Key Highlights

  • Led Staple AI to global scale across 58 countries.
  • Advised on multi-billion-dollar transactions in multiple regions.
  • Expert in navigating complex regulatory environments.
Stackforce AI infers this person is a Fintech and SaaS expert with deep regulatory and financial advisory experience.

Contact

Skills

Core Skills

AiEnterprise SaasCorporate FinanceFinancial ManagementReal Estate FinanceInvestment StrategyEconomic AnalysisRegulatory StrategyProject FinanceInfrastructure AdvisoryFinancial AdvisoryAuditRegulatory Compliance

Other Skills

AI/ML solutionsAccountingAgile MethodologiesAuditingBusiness DevelopmentBusiness PlanningBusiness Process ImprovementBusiness StrategyBusiness ValuationDLTDistributed Ledger TechnologyDue DiligenceERP rolloutEarly-stage StartupsExternal Audit

About

As Co-Founder and CEO of Staple AI, I have led the company from inception to global scale, building an enterprise-grade AI platform now used in 58 countries, and securing commercial partnerships with global leaders including global banks, insurers and Fortune 500 companies. I’m a qualified Chartered Accountant (Singapore, Australia, New Zealand) and admitted lawyer, with deep domain expertise in regulatory strategy, enterprise automation, and the messy space where law, AI and financial control collide. My focus lies in designing and delivering technology that aligns with the complex demands of regulators, financial institutions, and multinational corporates. I operate with board-level accountability, global execution capability, and a track record of navigating high-stakes, high-complexity environments. I bring over 15 years of cross-sector experience spanning enterprise SaaS, AI, infrastructure finance, and regulatory strategy. I previously advised governments and Fortune 500s on multi-billion-dollar transactions across the US, UK, Australia, and Asia, including financial strategy for the £8B Thamesmead Regeneration Development, the AU$8B Cross River Rail project, advisory roles on NASA/SpaceX-adjacent spaceport development, and regulatory design for the UK’s £15B national highway investment strategy.

Experience

Staple

CEO at Staple

Jan 2020Present · 6 yrs 2 mos · Singapore

  • Staple develops AI/ML solutions that can perform data capture, data matching and data management tasks faster, cheaper and more reliably than any human can. We use a proprietary combination of deep technology that includes computer vision, machine learning and NLP to accelerate and automate data management and financial workflows for financial institutions, professional services firms and MNCs.
AI/ML solutionsdata capturedata matchingdata managementcomputer visionmachine learning+3

Entrepreneur first

Founder in Residence

Jan 2019Jan 2019 · 0 mo · Singapore

  • EF is where outliers come together. Since 2011, EF has worked with 450 individuals to build over 100 deep tech startups that are now valued in excess of $1 billion. EF is backed by Reid Hoffman, Greylock Partners, Mosaic Ventures, Founders Fund and Lakestar.

Avtel

CFO

Jan 2017Jan 2019 · 2 yrs · Singapore

  • Led global finance, legal, compliance, and ERP functions for a multi-jurisdictional security infrastructure provider supporting Fortune 100 clients. Oversaw all financial operations across multiple countries, driving profitability improvement through cost optimisation, ERP rollout, and shared services centralisation. Implemented IFRS-compliant audit structures, global transfer pricing, and cross-border tax policy. Played a key role in AVTEL’s expansion into the US and South Korea, reinforcing operational resilience and enterprise-grade delivery in high-security environments.
financial operationscost optimisationERP rolloutIFRS-compliant audit structuresglobal transfer pricingcross-border tax policy+2

Octopus

Consultant, Specialist Finance

Jan 2015Jan 2016 · 1 yr · London, United Kingdom

  • Advised on the formation and scaling of a dedicated residential development fund, focused on affordable build-to-rent housing across the UK. Developed investment strategy, financial models, and five-year plans for SPVs and holding companies. Worked directly with the CFO and board to secure institutional capital and structure long-term real estate investment vehicles. Octopus is a group of companies which invests in the people, ideas and industries that will help to change the world. The Specialist Finance team offers finance for SMEs using flexible debt and equity, and team members draw on their diverse backgrounds in banking, private equity, strategy, industry and corporate finance to provide flexible and creative investment solutions.
investment strategyfinancial modelsreal estate investment vehiclesReal Estate FinanceInvestment Strategy

Office of rail and road (orr)

Senior Economic Analyst

Jan 2015Jan 2015 · 0 mo · London Area, United Kingdom · On-site

  • Helped to develop the UK government’s first financial efficiency and reporting framework for the national highway network, directly influencing the Secretary of State’s £15B Road Investment Strategy. Led data architecture and dashboard design for Whitehall policymakers, blending infrastructure finance, public accountability, and real-world regulatory impact.
financial efficiency frameworkdata architecturedashboard designEconomic AnalysisRegulatory Strategy

Peabody

Consultant, Corporate Finance

Jan 2014Jan 2015 · 1 yr · London, United Kingdom

  • Investment modelling and financing strategy for major London residential developments, including Fish Island Village and the £8B city-shaping Thamesmead Regeneration Project, one of the UK's largest residential development programs, which is presently unrivalled in space and scale. Acted as commercial lead for multi-stakeholder delivery teams, managing feasibility, structuring, and financial analysis on projects delivering 20,000+ homes.
investment modellingfinancing strategyfeasibility analysisCorporate FinanceProject Finance

Kpmg corporate finance llc

Vice President, Corporate Finance - Infrastructure Advisory

Jan 2012Jan 2014 · 2 yrs · Austin, Texas Area

  • Led financial and commercial advisory on high-stakes ($100m - $10bn) US infrastructure projects spanning aerospace, transport, and energy. Delivered investor-grade financial models and transaction structuring for clients including NASA-aligned regional spaceports, rail project, the Texas toll road program and Washington DC managed lanes. Acted as principal interface between public-sector sponsors and private capital, guiding projects through complex PPP frameworks and multilateral stakeholder negotiations.
financial and commercial advisoryfinancial modelstransaction structuringInfrastructure AdvisoryFinancial Advisory

Kpmg australia

4 roles

Executive, Corporate Finance - Real Estate Advisory

Promoted

Jan 2009Aug 2012 · 3 yrs 7 mos · Brisbane, Australia

  • Advised on multi-billion-dollar public and private sector projects across transport, energy, real estate, and retail. Supported funding strategy for the AU$8B Cross River Rail, structured PPP deals, and ran financial due diligence for multinational acquisitions including the world's largest childcare portfolio. Delivered operational strategy, portfolio optimisation, and commercial modelling for clients in the energy and national retail verticals.
financial due diligencefunding strategycommercial modellingCorporate FinanceFinancial Advisory

Assistant Manager Audit

Jan 2008Dec 2008 · 11 mos · Brisbane, Australia

  • Led financial and regulatory audits for clients in the banking, energy, property and tourism industries across the UK and Australia. Managed multi-location engagements with a focus on IFRS, UKGAAP, and USGAAP compliance. Conducted due diligence for major acquisitions and performed post-purchase accounting (PPA) analysis for cross-border M&A deals. Progressed rapidly from graduate to manager, leading teams of up to 10 across audit, acquisition, and restructuring mandates.
financial auditsregulatory compliancedue diligenceAuditRegulatory Compliance

Senior Accountant Audit

Promoted

Jul 2006Dec 2007 · 1 yr 5 mos · Brisbane, Australia

  • Assigned to a range of clients in the financial services, property and oil & gas sectors.

Accountant, Audit

Feb 2005Jun 2006 · 1 yr 4 mos · Brisbane, Australia

Kpmg uk

Audit Supervisor

Jan 2008Jan 2008 · 0 mo · London, England, United Kingdom

  • Led financial and regulatory audits for global banks and listed corporates across the UK. Primary clients included Credit Suisse, Fortis Bank and Jefferies, with a focus on FSA, IFRS, UKGAAP, and USGAAP compliance.

Education

The College of Law Australia

Graduate Diploma of Legal Practice and Solicitor (Supreme Court — Queensland)

Chartered Accountants Australia and New Zealand

Graduate Diploma of Chartered Accounting — Accounting

The University of Queensland

Bachelor of Laws

The University of Queensland

Bachelor of Commerce

Makers

Full Stack Software Development

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