Alternative Investing Mastery Series
Access Replay for Session 81:
How to Passively Invest in Collectibles: Watches, Memorabilia & Cultural Assets
Don’t Miss This Replay
Learn from some of the biggest names in investing about how you can win with this downturn.
What You’ll Learn In This Replay
What makes collectibles and cultural assets “investment-grade”
How watches, sports memorabilia, and cultural assets compare to other alternative investments
The key factors that drive value, including scarcity, condition, authenticity, and demand
How to tell whether a cultural asset has lasting value or short-term hype
How passive investors can evaluate access, storage, insurance, liquidity, and exit strategy
Live Q&A to Give You the Answers You Need
Upcoming Sessions
September 2nd - How to Build Passive Cash Flow with Alternative Investments
Date TBD - More to be announced
Meet Your Presenters
Patrick Grimes
CEO/Founder, Passive Investing Mastery: Diversified Litigation Portfolio, Diversified Medical Receivables Portfolio, Recessionary Acquisitions Fund, Recessionary Income Fund, PIM Rapid Lending
Patrick’s portfolio is diversified across energy, litigation finance, medical receivables, commercial lending, and acquisitions, including retail, industrial, and thousands of apartment units. He has developed a range of diversified passive investments focused on growth and cash flow. He speaks on stages nationally, co-authored Amazon #1 best-sellers 'Lesson From Thought Leaders,' and 'Pivotal Leadership,' also an e-book Barnes & Noble #1 Best-Seller, and is a member of the Forbes Business Council, contributing articles on investing and commercial real estate.
For investors who want recession-aware, low-correlation alternatives to traditional markets, Patrick offers four core strategies: (1) PIM’s Diversified Litigation Finance Portfolio, built to provide investors with non-correlated growth by funding a diversified pool of lawsuits through contingency-fee law firms; (2) PIM’s Medical Receivables Portfolio, for investors seeking non-correlated cash flow and growth through financing medical practices’ accounts receivable—billed claims for services already rendered. Patrick also offers two commercial real estate funds, both capitalizing on the downturn in commercial real estate: (3) an Acquisitions Fund, targeting growth through opportunistic property acquisitions, and (4) an Income Fund, targeting stable cash flow through a diversified portfolio of commercial real estate loans.
Patrick holds a BS in Mechanical Engineering and both an MBA and MS in Engineering from San Jose State University. An avid adventurer, he resides in Honolulu, Hawaii.
Matthew F. Erskine
Partner, Erskine & Erskine
Matthew specializes in providing legal and fiduciary services to families, estates, and businesses with unique assets or complex issues. Over the course of his career, he has served families spanning as many as seven generations, advising on unique assets including multi-million-dollar family businesses, numismatic collections, fine art and Americana collections, commercial and residential real estate holdings, family farms, and real estate portfolios.
As a fourth-generation lawyer, Matt is known for his integrity, personal service, and client-focused approach. Unlike many trust and estate attorneys and wealth management advisors, he focuses on providing holistic financial security while helping clients and their families preserve ownership of unique—and often illiquid—assets. A true New Englander, Matt’s family moved to Worcester County in 1645, and his family has practiced law in Worcester since 1876. He became managing partner in 1992.
Matt earned his J.D. from Suffolk University in 1987 and his B.A. from Carleton College in 1982. He attended Lawrence Academy, graduating in 1978.
Eric Wind
Founder, Wind Vintage
Eric Wind is one of the world’s foremost experts on vintage watches and the founder of Wind Vintage, a company established in 2017 that specializes in exceptional timepieces and advisory services for collectors worldwide. Before launching his business, he served as Vice President and Senior Specialist at Christie’s, where he helped lead the sale of significant watches through auctions and private sales.
A widely recognized authority in the industry, Eric has been featured in leading publications including The New York Times, The Wall Street Journal, Financial Times, Esquire, GQ, Robb Report, and HODINKEE. His career highlights include consulting on Crazy Rich Asians, delivering acclaimed lectures for the Horological Society of New York, earning Robb Report’s Best Vintage Watch Expert award, and hosting The Vintage Watches Podcast.
Eric holds an MBA from the University of Oxford and a Bachelor of Science in Foreign Service from Georgetown University. He is fluent in Spanish, conversational in Persian (Farsi), and lives in Palm Beach, Florida, with his wife, Christine, their three children, and their puppy.