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Carole Crawford, CFA

Carole Crawford, CFA

New York, NY, United States
Member since August 9, 2017
At Morgan Stanley, Carole advised eight founders through exits totaling over $750 million and then founded her own practice to manage venture investments for family offices. A former tech CFO, she freelances to leverage her experience with capital raises, strategic pivots, and turnarounds. She enjoys helping innovators and entrepreneurs achieve financial success across many verticals, and has recently focused her efforts on fintech.
Carole is now available for hire
Academic Highlights
Case studies
Industry Expertise
  • Education Technology (Edtech)
  • Fintech
Software Expertise
  • Microsoft Excel
  • Microsoft PowerPoint
Other Expertise
  • Exit Strategy
  • Fundraising
  • Interim CFO
  • Three Statement Operating Model
Employment
  • Founder | Managing Partner
    fincap360, LLC
    2007 - PRESENT
    • Designed and managed venture-direct and co-investment initiatives for family offices, often serving as the interim CFO for clients' portfolio companies.
    • Served as the interim CFO for a sports, media, and entertainment agency—leading a $52 million recapitalization and five acquisitions totaling $15 million.
    • Provided fundraising support and a go-to-market strategy for a seed capital fund in Silicon Valley who was looking to raise $50 million.
    • Served as the interim CFO for an edtech company, raising $8 million and rebuilding financial infrastructure for an incoming CEO, including KPIs, budgets, cash management, board reporting and capital budgeting for growth initiatives.
    • Worked as a fractional CFO for a rapidly growing business intelligence and alternative data firm focused on eCommerce platforms.
    • Developed a niche as a fintech expert, covering 750 startups for family office clients; sub-verticals include blockchain and distributed ledger technology, alternative data, AI-driven analysis methods, bitcoin/cryptocurrency, marketplace lending, capital markets, investing and crowdfunding.
    • Built financial models for internal projections and fundraising efforts for 12 companies.
    Focus areas: Interim CFO, Family Office, Investor & Board Presentations, Fundraising and Investor Communication, Financial Planning & Analysis (FP&A), Pitch Deck Financials, Mergers & Acquisitions (M&A), Debt Restructuring
  • Senior Consultant, VP and Branch Head of Alternative Investments
    Morgan Stanley
    1995 - 2005
    • Significantly increased clients' post-sale assets on exits ranging from $20 to $350 million through pre-liquidity deal structure scenario analyses, and optimizing for post-liquidity wealth, tax and investment plans.
    • Added value to the firm's investment banking efforts, advising on and managing assets of executives pre- and post-IPO.
    • Outperformed relative benchmarks with smooth risk-adjusted returns, building custom portfolios with short-term tactical positioning using mean-variance optimization for strategic asset allocation.
    • Led the internal business development for alternative investments and separately managed accounts for Chicago and Washington, DC offices, ranking number one in the region for both offices.
    • Performed due diligence and analysis of over 75 professional investment managers (long only, managed futures, private equity, and hedge funds).
    Focus areas: Investment Management, Business Development, Comparable Company Analysis, Investment Monitoring, Due Dilligence, Exit Planning
  • CFO
    CKI/ESP Software
    1989 - 1992
    • Led a successful turnaround of an almost-defunct software development company which was subsequently listed on Washington Technology Fast 50.
    • Built a financial model for internal projections, instrumental in positioning the company for an eventual sale of $100 million in today's dollars.
    • Rebuilt, restructured, and automated the entire accounting and financial reporting process.
    • Collected $3 million in outstanding government receivables—leading to positive cash flow.
    • Charted a path to profitability by analyzing contract gross profit margins, developing pricing strategies, cutting costs, and identifying additional strategic opportunities.
    Focus areas: Financial Planning & Analysis (FP&A), Cash Flow Management, Turnaround, Contract Negotiation, Debtor & Creditor Management
Education
  • Bachelor's degree in Economics
    University of Michigan - Ann Arbor, MI, USA
    1981 - 2015
  • Chartered Financial Analyst (CFA) in Finance
    CFA Institute - Charlottesville, VA, USA
    2011 - 2013
  • Certified Investment Management Analyst in Investment Management
    The Wharton School Executive Education - Philadelphia, PA, USA
    2000 - 2001
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