Invest1 distinct publisher3 min readUpdated
An open eBay market prices deductible-looking gambling losses at fractions of a cent on the dollar. The platform says it removes listings promoting improper uses. Preparers are the other exposure.
The Investor · Invest desk

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An eBay search for "losing lottery tickets" returns stacks of worthless scratch-offs and instant tickets, sold either by stated value or by weight [1]. That is a public price on a tax deduction, which means the substantiation behind gambling loss claims now has a spot market with listings, filters and seller feedback attached.
The inventory, as reported by Fortune: a pound of losing Pennsylvania tickets for $10 [2], Ohio tickets representing $5,200 in losses for $29.99 [3], and $90,000 of losing Florida tickets for $575 [4]. The Florida lot prices claimed losses at roughly 157 dollars of paper per dollar spent [5]. The Ohio lot is about 173 to 1 [6]. Most listings are dressed as collectibles or arts-and-crafts material, with "vintage," "rare" and "no value" doing the work [7]. Others skip the costume: "tax write offs" and "tax deduction" appear in listing titles that cleared eBay's filters [8].
Jeffrey Hoopes, an accounting professor at UNC's Kenan-Flagler Business School and research director of the UNC Tax Center, told Fortune the practice is "clearly tax fraud," and an unusual one in that you can buy it on eBay [9]. He also allowed that some buyers simply collect paper and would do so regardless of the deduction [10].
The rule is what gives the paper a bid. Gambling winnings from lotteries, raffles, sports betting, horse races and casinos are fully taxable and must be reported [11]. Under IRS Topic 419, losses can offset those winnings [12], but only for filers who itemize, only if they kept records of both sides, and only up to the winnings reported [13]. The IRS wants an accurate diary plus receipts, tickets, statements or other records [14]. A ceiling denominated in documented losses turns documentation itself into the scarce input, and scarce inputs get sourced. Note the limit of the record here: the material documents the market and the cap, not the size of any recent change to it.
eBay's stated position is that expired lottery tickets with collectible value may be listed if the listing says the item is expired and the sale is legal locally, and that listings promoting potentially improper uses are removed [15]. Its lottery ticket policy says the same [16]. Hoopes said eBay only facilitates transactions and never holds the inventory, and that he does not see the company being liable, while noting he is not a lawyer [17]. That leaves the enforcement burden on keyword screening, and the screening is demonstrably porous [8].
The demand side is getting larger. Americans wagered roughly $166 billion on sports alone last year, more than the film, music, book and museum industries generated combined, and that excludes lottery, casino and tribal play [18]. Combined monthly volume on Kalshi and Polymarket rose from under $5 billion in September 2025 to about $24 billion in April 2026, according to a Pew Research Center analysis [19], against the roughly $14 billion a month legal sportsbooks handled on average in 2025 [20], about 1.7 times the sportsbook figure [21]. During the summer's World Cup, prediction markets reached roughly 27% of legal U.S. sports-betting volume, up from 9% at the start of the year [22], with Kalshi briefly running near 10 times its early-2026 pace [23]. Every contract produces a winner and a loser, and every winner owes the IRS on the same terms as a lottery cash-out [24]. Fortune notes the agency's compliance record already suggests many winners do not report at all, citing a 2024 Treasury Inspector General audit [25].
Watch whether eBay extends screening from title strings to listing bodies and repeat sellers, whether any preparer faces penalties for accepting purchased tickets as a loss diary, and whether prediction-market operators issue winner reporting that makes the offsetting claims checkable.
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Ranked by verification strength, evidence, and original report placement.
A search for "losing lottery tickets" on eBay returns stacks of worthless scratch-offs and instant tickets, with listings priced either by stated value or by weight.
Some eBay listings offer a pound of losing Pennsylvania lottery tickets for $10.
One eBay listing offers Ohio lottery tickets worth $5,200 in losses for $29.99.
One eBay listing advertises $90,000 worth of losing Florida lottery tickets for $575.
Most such eBay listings are titled as collectibles or for arts and crafts purposes, using words like "vintage," "rare" and "no value."
Some listings include the words "tax write offs" or "tax deduction" in their titles and got past eBay's filters.
Evidence-backed comparisons of source perspectives and observed adoption signals. Read the methodology
Which Builder, Operator, and Investor concerns the observed source mix emphasized—not a truth score.
Evidence, demonstrated adoption, hype gap, incentives, and confidence are assessed independently, each on its own current evidence. How these are measured.
First-hand artifacts, single publisher, inferred intent
The concrete parts are well grounded: Fortune reproduces specific live listings with prices and stated loss values, obtains an on-record eBay statement matching the published policy, and quotes a named, credentialed tax academic. But the cluster is one publisher with no independent verification, the central behavioral premise (that buyers use the tickets to substantiate deductions) rests on inference plus one expert's characterization which he himself qualifies, the platform-liability question is answered only by a self-declared non-lawyer, and the sizing and compliance-gap numbers are relayed from Pew and TIGTA rather than examined.
Real but small and undersized market
The behavior is observable rather than hypothetical: listings are live and priced, and a historical series shows sustained supply with filing-season seasonality. Its magnitude is small and only partly measured, though. The one quantified series runs at roughly 27-66 listings a month in 2014-2017, current listing or sales volume is never counted, no buyer is identified, and no data links any purchase to a filed deduction. The adjacent gambling and prediction-market volumes are large and growing but measure the potential demand pool, not adoption of this practice.
Framing outruns the measured practice
The story's framing of a spot market for deductible-looking losses is supported at the artifact level but overstated as a phenomenon: no buyer, no claimed deduction, no removal statistics and no current volume are established, the strongest quantified series is dozens of listings a month from nearly a decade ago, and the cluster's own expert offers a non-fraud explanation for the same purchases. The article also concedes that the far larger gap is unreported winnings, which cuts against the headline framing. The dek's assertion that preparers are the other exposure is never evidenced at all.
Stakeholder-shaped, no product being sold
No vendor, funding round or product launch is being promoted, which keeps distortion moderate. Still, each sourced party has a stake: eBay's statement is a liability-and-policy defense delivered while Fortune was showing it non-compliant titles; the sole expert is a university tax-center research director discussing his own eBay-purchased research collection and listing analysis; and Fortune's consumer-finance audience rewards a novel tax-fraud marketplace framing plus large gambling numbers. The Pew and TIGTA figures come from parties with no stake in this particular practice.
Moderate
Confidence is limited chiefly by single-publisher sourcing and by the fact that the load-bearing behavioral claim about buyer intent is inferential. It is lifted by verifiable, specific marketplace artifacts, an on-record platform statement cross-checked against published policy, an identified expert, and named third-party sources for the growth and compliance figures. Truncation of the supplied source text was not limiting for the TIGTA passage, which appears in full in the body.
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