Collectible Vintage Photos Emerge as Investable Asset Class
Many of the most valuable vintage photos are sports-related, and limited supply and high demand, as well as careful and trusted authentication, are key.


With global financial markets sliding sideways, visionary investors are on the lookout for new asset classes. One tangible subclass you can actually see with your eyes is worth checking out: vintage photos.
Fine art pieces have long been found in the portfolios of high-net-worth individuals and institutions — and even pooled, in recent years, and turned into quasi-securities. The unique digital images known as NFTs (non-fungible tokens) were a massive craze-turned-crash.
Vintage photographs occupy a different space, more closely adjacent to the world of rare collectibles. Many of the most valuable vintage photos are sports-related: In 2020, a 110-year-old photo of legendary baseball player Ty Cobb sold for an eye-popping $390,000. Auction houses like Robert Edward, Heritage, Lelands and even eBay routinely facilitate trades of images for tens of thousands of dollars each.

Sign up for Kiplinger’s Free E-Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
As with collectibles like sports trading cards and autographs, the key to value in vintage photographs is not only limited supply and high demand but careful and trusted authentication. Investment-grade vintage photographs tend to be authenticated by one of a handful of well-known firms, such as PSA (where Mark Cuban and Kevin Durant are significant investors).
PSA was also instrumental in the creation of a system for grading vintage photographs that has become the market standard. Photos are classified as being one of four types, based on proximity to the original negative. Types III and IV, the least valuable, are produced from duplicate negatives. Type II photos come from the original negative but were made two or more years after the photo was taken. Type I photos are printed from the original negative within two years of the original event.
Most or all investment-grade vintage are either Type I or Type II photos. The $390,000 Cobb image was judged to be a Type I photo, taken and developed on the same day (July 23, 1910) by a known photographer, Charles Conlon of the New York Evening Telegram).
As with all forms of art, the value of a vintage photograph has a subjective element that is dependent on the content and composition of the image itself. Original photos of timeless celebrities will always have value, even if they aren’t particularly vintage. A 1993 print of British model Kate Moss by fashion photographer Albert Watson sold for $25,000 in 2017.
But in a world that is now and will forever be awash in cheap digital content, all types of high-grade vintage photographs have the power to hold collectors’ and investors’ attention.
In line with fine art and collectibles, a driving force in the vintage photo market is a community of passionate enthusiasts and connoisseurs who find satisfaction in owning rare things of beauty or historical significance. But vintage photos have also drawn an increasing number of investors primarily interested in financial return and diversification.
As for how investors can access this market, there’s no single or simple answer, but the more reputable auction houses and well-known dealers are good places to start.
Even for those with a passion for collecting will want to limit asset subclasses like vintage photos to 10% or so of your overall portfolio. (I’m a sports memorabilia collector, and my collection, acquired over several decades, hovers around this mark in mine.)
It’s also good to remember that these aren’t necessarily highly liquid assets and that they’re better suited to longer holding periods. Within your portfolio, I think it’s useful to think in terms of three pools: one up to 10 years, one from 11 to 20 years and a third that’s 20-plus years. All tangible collectible assets should go into the latter two pools.
This also means that serious investors/collectors will have a mindset of buying during market downturns, just as with financial assets. But while collectibles markets will soften during financial downturns, such assets can be surprisingly non-correlated to other markets, in particular the stock market. That’s a useful feature for wealth management planning and may be particularly relevant if today’s sideways trend continues.
The many disruptions on the horizon for our AI-infused world may help stoke the deep-rooted human longing for tangible assets and simpler moments. Together, I see those factors continuing to drive the market for vintage photographs. That means some pictures will be worth not only a thousand words, but tens or hundreds of thousands of dollars.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Tom Ruggie, ChFC®, CFP®, founded Destiny Family Office, a Destiny Wealth Partners firm, to help clients manage the increasing complexities inherent in their business and personal lives. He has identified three key areas where his firm can make a significant difference: presenting a compelling sphere of investments, including alternative, direct and co-investment opportunities; creating a special emphasis on high-end collectors whose collections signify significant alternative investments; and strengthening the firm’s private trust capabilities. Ruggie has become one of the most respected financial advisers in the industry, receiving national recognition and rankings including: 7x Forbes Best-in-State Wealth Advisors (including 2024; #1 N Florida), InvestmentNews Awards RIA Team of the Year (2024), Forbes Top 250 RIA Firms (2023), Forbes Finance Council since 2016, 12x Barron’s Top 1200 Financial Advisors (including 2024), InvestmentNews Top 75 Fastest-Growing Fee-Only RIAs (2023), 12x Financial Advisor Magazine America’s Top RIAs (including 2024), 3x Family Wealth Report Awards Finalist (2024), USA Today Best Financial Advisory Firms (2023).
-
Stock Market Today: Stocks Slip Ahead of Big Earnings, Inflation Week
Perhaps uncertainty about tariffs, inflation, interest rates and economic growth can only be answered with earnings.
-
Ask the Editor — Tax Questions on "The One Big Beautiful Bill Act"
Ask the Editor In this week's Ask the Editor Q&A, we answer tax questions from readers on the new tax law.
-
I'm a Financial Planner: Here Are Some Long-Term Care Insurance Tips for Every Age
Strategies include adding riders to life insurance for younger individuals and considering hybrid or traditional long-term care policies for those in their mid-50s and 60s.
-
Engineering Reliable Retirement Income in 2025: An Expert Guide
For dependable income, consider using a bucket strategy and annuities in tandem to promote structure, flexibility and peace of mind.
-
Crazy Markets Shouldn't Derail Your Retirement if You Follow This Financial Pro's Plan
Being nervous about retiring in a volatile market is a red flag that you're relying too heavily on your investment portfolio, rather than a comprehensive plan.
-
Key to Financial Peace of Mind: Think 'What's Next?' Rather Than 'What If?'
Even if you've hit your magic number for retirement, it's hard to stop worrying about money. Giving it a clear purpose is one way to reduce financial anxiety.
-
Three Estate Planning Documents a Business Owner Can't Afford to Skip
A business owner's estate plan should protect the company and its employees as well as the entrepreneur's heirs. These three documents are critical.
-
Opportunity Zones: An Expert Guide to the Changes in the One Big Beautiful Bill
The law makes opportunity zones permanent, creates enhanced tax benefits for rural investments and opens up new strategies for investors to combine community development with significant tax advantages.
-
Five Ways Retirees Can Keep Perspective Through Market Jitters
Market volatility is a recurring event with historical precedents (the dot-com bubble, global financial crisis and pandemic), each followed by recovery. Here's how people who are near or in retirement can navigate economic uncertainty.
-
I'm a Financial Strategist: This Is the Investment Trap That Keeps Smart Investors on the Sidelines
Forget FOMO. FOGI — Fear of Getting In — is the feeling you need to learn how to manage so you don't miss out on future investment gains.