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SilkRoad Equity
SilkRoad Equity was established in 2003 by Andrew “Flip” Filipowski and Matthew Roszak. The principals direct the office from their exits in software and...
SilkRoad Equity
SilkRoad Equity was established in 2003 by Andrew “Flip” Filipowski and Matthew Roszak. The principals direct the office from their exits in software and blockchain companies. Capital originates solely from these two technology entrepreneurs. The firm executes direct co-investments, SPVs, private equity and real estate transactions. Asset classes include technology, media, gaming, healthcare services, energy transition, proptech, govtech, HRtech and fintech. Confirmed technology focuses cover AI/ML, cybersecurity, enterprise software and web3. Investment stages run from startup to buyout. Portfolio exposure includes Bitcoin Core, Ethereum Core and an early-stage altcoin book. Operations cover eight regions with offices in Chicago and Winston-Salem. No public professional count exists. Adjacent vehicles include Tally Capital in Chicago. Filipowski maintains long-standing YPO membership. Roszak serves as Chairman of the Chamber of Digital Commerce. Philanthropic structures comprise BitGive Foundation and support for Wake Forest Institute for Regenerative Medicine. No operational events from the last 24 months appear in available records. The office runs an evergreen mandate without fixed-term fund vehicles. This structure permits indefinite holding periods and direct alignment with the two principals rather than external limited partners.
General information
Firm type
Multi Family Office
Year founded
2003
Location
Region
North America
Country
United States
City
Chicago
Corporate office
222 West Merchandise Mart Plaza, Suite 1200, Chicago, IL 60626, United States
Additional offices
Winston-Salem, NC, United States
Principals
Andrew “Flip” Filipowski
Co-founder and Chairman
Matthew Roszak
Co-founder and Managing Partner
Sector focus
Frequently asked questions
Who runs investment decisions at SilkRoad Equity?
Andrew “Flip” Filipowski serves as Co-founder and Chairman. Matthew Roszak serves as Co-founder and Managing Partner. Both principals approve commitments.
How does SilkRoad Equity source proprietary deal flow?
The principals leverage personal networks from prior software and blockchain companies. Additional flow arrives through YPO membership and Chamber of Digital Commerce leadership.
Is SilkRoad Equity structured as a single family office or does it operate more like a venture firm?
It functions as a multi-family office for two technology entrepreneurs. The vehicle uses direct co-investments and SPVs rather than a traditional venture fund structure.
Does SilkRoad Equity participate in fund commitments or only direct deals?
Activity centers on direct co-investments, SPVs, buyouts and real estate. No third-party fund commitments are recorded.
What investment stages does SilkRoad Equity typically target?
Stages range from startup to buyout. The firm also holds core cryptocurrency positions and early-stage altcoins.
Where does the underlying wealth come from?
Wealth originates from exits by Andrew “Flip” Filipowski and Matthew Roszak in software, blockchain and related ventures.
Does SilkRoad Equity maintain philanthropic structures, and how are they separated?
Philanthropic activity includes BitGive Foundation and grants to Wake Forest Institute for Regenerative Medicine. These sit outside the investment mandate.
Profile maintained by Altss using OSINT (open-source intelligence), regulatory filings, licensed data partners, and verified direct submissions. Read the methodology. Last updated: . Continuous refresh with full update cycles at least every 30 days.
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