Sebastian is available for hire
Hire SebastianSebastian Fainbraun, CFA
Verified Expert in Management Consulting
Management Consulting Expert
Washington, DC, United States
Toptal member since January 24, 2017
Bio
Sebastian has over two decades of experience in all aspects of strategy and finance: from analyzing and investing in companies to helping run and grow them. He's an investor/entrepreneur with a very deep analytical toolbox. Sebastian loves freelancing because it gives him access to exciting projects while working with energetic entrepreneurs. His main focus at Toptal is seed and series A fundraising strategy and advice.
Career Highlights
Managing Partner
SHAFA Invesco | eHealth Ventures (Shapiro Fainbraun Family Office)
Managing Partner
Streetsense Capital
Senior Analyst
HSBC Securities (Formerly Republic National Bank of New York)
Education Highlights
CFA Charterholder
CFA Institute
Master of Business Administration (MBA)
New York University
Bachelor's Degree
George Washington University
Certification Highlights
Chartered Financial Analyst (CFA)
CFA Institute
Industry Expertise
- Electricity, Oil & Gas
- Finance
- Banking
- Lending & Brokerage
- Venture Capital & Private Equity
- Healthcare Services
- Insurance
- Real Estate
Other Expertise
- Business Models
- Digital Health
- Due Diligence
- Fiscal Management
- Fundraising
- Growth Strategy
- Valuation
Work Experience
Partner
2021 - PRESENT
Pegasus Equity Advisors
- Helped physician owners and medical practice leaders navigate strategic capital partnership transactions with clarity, confidence, and integrity.
- Experienced across multiple healthcare verticals, provided sell-side advisory, valuation guidance, and deal-execution support tailored to the unique goals of founders and their clinical partners.
- Worked closely with its clients from initial strategy through closing to help ensure outcomes that honor business legacy, protect customers and teams, and unlock long-term value.
Focus areas: Mergers & Acquisitions (M&A), Deal Structuring, Finance Strategy
Managing Partner
2003 - PRESENT
SHAFA Invesco | eHealth Ventures (Shapiro Fainbraun Family Office)
- Made investments on behalf of the family office; the investments include, real estate investment and development, consumer retail companies, and technology investing through eHealth Ventures.
- Acted as a founding partner and investment committee member of eHealth Ventures (a global early-stage digital health venture fund in partnership with the Israeli government, Maccabi Health Care, and Mayo Clinic).
- Worked as an active investor in our portfolio companies, advising finance, funding, and growth strategy often times have acted in the roles of interim CFO, head of the company, and a business development source.
- Built a private portfolio over several years—I have seen hundreds, if not thousands of presentations and worked on many fundraisers and bank financing rounds. Looked at presentations through the eyes of the entrepreneur, banker, and investor.
- Grew our small real-estate business after a sudden family death into a diversified investment practice in what is now Shafa which includes: Phoenix Construction, Marlton Development Partners, Total Shading Solutions, and eHealth Ventures.
- Worked as a contractor offering fractional CFO services for select companies. Currently performing these duties for a large regional medical practice and a VC-funded cloud platform company.
Focus areas: Project Management, Investment Modeling, Valuation, Financial Planning & Analysis (FP&A), Statistical Analysis, Quantitative Analysis, Financial Modeling, Risk Management, Due Diligence, Investment Strategy, Structuring, Startup Growth Strategy Development, Team Leadership, Investment Portfolio Management, Fundraising, Due Diligence Consultant, Digital Health, Healthcare Services, Startups, Private Equity, Venture Capital, Freelancing, Real Estate, Business Models, Strategy, Fiscal Management, Banking & Finance, Corporate Finance, Private Company Valuation, Finance, Business Modeling, Forecasting, Competitor Analysis & Profiling, Three-statement Modeling, Team Management, Business Strategy, Financial Analysis, P&L Analysis, Balance Sheets, Business Development, Business Operations, Executive Consulting, Financial Forecasting, M&A Due Diligence (Financial), Transaction Advisory, Term Sheets, M&A (Sell-side), Acquisitions, Deal Structuring, Pitch Deck Consultant, Commodity Markets, Quantitative Finance, Finance Strategy, Data Science, Commodity Trading & Risk Management (CTRM)
Managing Partner
2013 - 2016
Streetsense Capital
- Grew this company, as one of the four founding partners of Streetsense, into a multi-disciplinary design and strategy firm specializing in retail, real estate, hospitality, and public sector work. Streetsense Capital focuses on consumer retail growth businesses.
- Used the "place creation skills" of Streetsense which include market selection, site, and design in order to make intelligent investments where we could affect the success of portfolio companies.
- Created the due diligence and investment guideline process which combined the intellectual of Streetsense with along with financial capital with the goal of creating outsized returns for our investors.
- Worked as an active board member in Dolcezza Gelato: rapidly growing the gelato, coffee, and pastry concept with stores in the DC metro region and distribution in Whole Foods through the entire Mid-Atlantic United States.
- Worked as an active board member Zengo Fitness, one of the quickest growing fitness concepts in the Washington, D.C. area with an upcoming national expansion.
- Advised, at the same time, several regional fast-growing companies on finance and growth strategy, fundraising, and deal structuring as well as general business matters.
Focus areas: Startup Growth Strategy Development, Investment Modeling, Project Management, Due Diligence, Business Planning, Investment Strategy, Valuation, Structuring, Fundraising, Startups, Private Equity, Venture Capital, Business Models, Strategy, Fiscal Management, Banking & Finance, Private Company Valuation, Finance, Business Modeling, Forecasting, Competitor Analysis & Profiling, Three-statement Modeling, Team Management, Business Strategy, Financial Modeling, Financial Analysis, P&L Analysis, Balance Sheets, Business Development, Business Operations, Financial Forecasting, M&A Due Diligence (Financial), Transaction Advisory, Term Sheets, M&A (Sell-side), Acquisitions, Deal Structuring, Finance Strategy
Senior Associate
2001 - 2003
SRS Capital Advisors
- Evaluated the possible acquisition of companies on behalf of clients. Helped manage, structure, and consummate those transactions.
- Played a leading role in the merger of several portfolio companies run by the parent firm (MPM Capital, one of the world’s largest biotechnology venture capital firms) from negotiating deal structure to board presentations and buy-in.
- Worked extensively with the management of a Fortune 500 company and its investors from Welsh Carson to Goldman Sachs, as well as other large firms, to manage a large PIPE investment.
Focus areas: Financial Planning & Analysis (FP&A), Statistical Analysis, Quantitative Analysis, Valuation, Investment Strategy, Due Diligence, Fundraising, Finance, Forecasting, Competitor Analysis & Profiling, Three-statement Modeling, Financial Modeling, Financial Analysis, Balance Sheets, Financial Forecasting, M&A Due Diligence (Financial), Transaction Advisory, Term Sheets, M&A (Sell-side), Acquisitions, Deal Structuring, Finance Strategy
Trader
1999 - 2001
Spectrum Capital Partners
- Evaluated trading desk strategies primarily for oil and energy sector through valuation, news, intra/inter day dynamics, rotational, and technical parameters.
- Played a key role in the company’s trading success by creating and executing directional and catalyst-driven sector trading strategies including long/short, basket trading, index replication, pairs trading, and risk arbitrage.
- Performed back-testing, implementation, and evaluation of new trading strategies through the development of Excel, VBA applications, and other statistical analysis software.
Focus areas: Investment Portfolio Management, Quantitative Analysis, Financial Planning & Analysis (FP&A), Risk Management, Due Diligence, Investment Strategy, Finance, Business Modeling, Financial Analysis, Financial Forecasting, Commodity Markets, Quantitative Finance, Finance Strategy, Data Science, Commodity Trading & Risk Management (CTRM)
Senior Analyst
1997 - 2001
HSBC Securities (Formerly Republic National Bank of New York)
- Published sovereign debt trade recommendations, market/country commentary, and daily bond yield reports for internal bank departments and client base.
- Provided all the fixed income analytics and valuation modeling for emerging markets.
- Participated in sales efforts targeting hedge funds and multinational corporations.
- Contributed to successful trading operations by developing and testing mechanized trading systems, including neural networks, pattern recognition, and straight technical analysis systems for emerging market bonds, currencies, futures, and indices.
- Supported the global sales desk by providing technical/sales assistance in research and analysis of diverse financial instruments and products.
Focus areas: Financial Planning & Analysis (FP&A), Quantitative Analysis, Investment Portfolio Management, Risk Management, Due Diligence, Investment Strategy, Business Modeling, Financial Analysis, Financial Forecasting, Commodity Markets, Quantitative Finance, Finance Strategy, Data Science, Commodity Trading & Risk Management (CTRM)
Education
2008 - 2010
CFA Charterholder in Investment Management
CFA Institute - United States
1999 - 2001
Master of Business Administration (MBA) in Finance
New York University - New York, NY, USA
1990 - 1994
Bachelor's Degree in Finance
George Washington University - Washington, D.C.
Certifications
SEPTEMBER 2011 - PRESENT
Chartered Financial Analyst (CFA)
CFA Institute
Skills
Finance
Investment Portfolio Management, Startup Funding, Chartered Financial Analyst (CFA), Due Diligence, Corporate Finance, Private Company Valuation, Financial Planning & Analysis (FP&A), Private Equity, Financial Modeling, Fundraising, Valuation, Budgeting, Mergers & Acquisitions (M&A), Balance Sheets, M&A (Sell-side), Finance Strategy, Forecasting, Three-statement Modeling
Output Software
Microsoft Word, Microsoft PowerPoint, Microsoft Excel, Prezi
Industry Expertise
Early-stage Startups, Banking & Finance, Venture Capital, Real Estate, Real Estate Development, Healthcare
Other
Startup Growth Strategy Development, Structuring, Investment Strategy, Risk Management, Quantitative Analysis, Statistical Analysis, Project Management, Business Planning, Term Sheet Negotiations, Digital Health, Startups, Startup Consulting, Investment Analysis, Strategy, Fiscal Management, Investment Modeling, P&L Management, Business Models, Growth Strategy, Finance, Consulting, Business Modeling, Freelancing, Due Diligence Consultant, Company Strategy, Fractional CFO, Financing, Business Strategy, Investments, Financial Analysis, P&L Analysis, Business Development, Business Operations, Executive Consulting, Financial Forecasting, Team Management, M&A Due Diligence (Financial), Transaction Advisory, Term Sheets, Acquisitions, Deal Structuring, Pitch Deck Consultant, Commodity Markets, Quantitative Finance, Commodity Trading & Risk Management (CTRM), Healthcare Services, Family Office, Competitor Analysis & Profiling, Data Science, Team Leadership
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