Ishwinder Singh, CFA, Finance Expert in Toronto, ON, Canada
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Ishwinder Singh, CFA

Verified Expert  in Finance

Finance Expert

Toronto, ON, Canada
Toptal Member Since
May 29, 2020

Ishwinder is an accomplished IB, PE, and tech professional with 14 years of experience working on international projects. He managed a prominent investment banking firm's $1 billion principal investment portfolio. Before that, he provided M&A and valuation advisory services to global clients at Ernst & Young. Ishwinder has co-founded a fintech startup and is currently head of finance for a well-funded online shipping containers marketplace, managing the startup's operations in US and Canada.

Career Highlights

Assistant Manager
Ernst & Young

Education Highlights

Certification Highlights

CFA Institute

Case Studies

Work Experience

SVP/Head of Principal Investments

2012 - 2020
The National Investor
  • Managed the $30 million debt restructuring of a large four-star hotel.
  • Led the acquisition of a 50% stake of a regional food and beverage company for $150 million, and drove the expansion of supermarket, F&B, catering, and FM operations through organic growth and acquisitions.
  • Led turnaround initiatives for a family entertainment center resulting in a 30% increase in revenue and return to profitability in two years, enabling the first shareholder dividend distribution.
  • Delivered returns over a short time horizon via expense rationalization and revenue growth through bolt-on acquisition of struggling competitors, leading to an eventual exit through private placement.
  • Led regional bolt-on acquisitions to accelerate the growth of a leading global advisory firm focused on hospitality, retail, and real estate.
  • Created and led turnaround strategies for a struggling hotel, enhancing cash flow generation and improving margins before stepping in and serving as the general manager overseeing 170 employees and ensuring the achievement of financial targets.
  • Managed a $50 million private equity fund with investments across the MENA and India. Led successful exits of portfolio companies through IPO and private placement. Other responsibilities included LP reporting and periodic valuations.
  • Managed an $80 million portfolio of commercial real estate assets with responsibilities that included conducting detailed returns analysis, sourcing and managing tenants, and negotiating leases.
  • Created and managed a $30 million fixed income portfolio to generate steady recurring income while preparing detailed investment policies and guidelines to manage execution and risk.
Focus areas: Private Equity, Corporate Restructuring, Portfolio Management, Mergers & Acquisitions (M&A), Financial Modeling, Pitch Decks

Assistant Manager

2008 - 2012
Ernst & Young
  • Spearheaded the $70 million sale of controlling equity stake in an aluminum panels manufacturer.
  • Managed the search and acquisition of a K-12 school by a leading international operator.
  • Conducted the valuation of a large regional chain of entertainment centers with assets in ten countries.
  • Conducted valuation of a MENA-based chain of hardware retail stores owned by a European private equity firm.
  • Managed the debt restructuring of a leading glass manufacturing facility, including helping with liquidity management and building 13-week cash flow forecasts.
  • Managed the debt restructuring of $100 million steel fabrication facilities in India and the UAE.
  • Prepared a feasibility study for USD $200 million polypropylene board manufacturer–assisted in securing funding from banks and the parent company.
  • Prepared a feasibility study of $50 million dry and cold storage facilities and assisted in successful bank financing.
  • Conducted valuation of leading regional distributor of luxury German automobiles.
  • Managed a $100+ million debt raise for the construction of a shopping mall and office tower in South Asia.
Focus areas: Business Planning, Financial Restructuring, Feasibility Studies, Valuation Modeling, Mergers & Acquisitions (M&A), Financial Modeling
2006 - 2008

Master of Business Administration (MBA) Degree in Finance and Strategy

Indian Institute of Management - India

2002 - 2006

Bachelor's Degree in Computer Science

University of Delhi - India



CFA Institute


Mergers & Acquisitions (M&A), Valuation, Financial Modeling, Budgeting, Financial Restructuring, Chartered Financial Analyst (CFA), Fixed Income Analysis, Wealth Management, M&A (Sell-side), M&A (Buy-side), Fund of Funds, Discounted Cash Flow (DCF), Personal Finance, Private Equity, Private Equity Valuation, Fund Management, Asset Allocation, Portfolio Analysis, Financial Reporting, Valuation Modeling, DCF Valuation, Financial Planning & Analysis (FP&A)

Output Software

Microsoft Excel, Microsoft PowerPoint, Google Sheets

Data & Analysis Software

Bloomberg, Capital IQ

Industry Expertise

Venture Capital, Early-stage Startups, Industrials, Hospitality, Real Estate, Entertainment & Leisure, Retail & Wholesale, Banking & Finance, Commercial Real Estate, Food & Beverage, Asset Management, Automotive, Logistics, Real Estate Development


Feasibility Studies, Business Planning, Startup Consulting, Financial Analysis, Fintech Consultant, Investment Funds, Bonds, Education, Manufacturing, Equities, Relative Valuation, Cash Flow Analysis, Restaurant Operations, Portfolio Management, Portfolio Reporting, Marketplace Platforms, Pitch Decks, Corporate Restructuring, Investment Banking, Project Bidding, Information Memoranda, Excel Modeling, Excel Macros, Robo-advisors, Microsoft Power BI

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