Wednesday, October 22, 2025

Tax Season Love Story: WallStreetBets Romeo Seeks Million-Dollar Marriage of Convenience

A Los Angeles-based Reddit user has taken an unconventional approach to year-end financial planning. The anonymous bachelor, who describes himself as “not a total loser” despite nursing $1.2 million in capital losses, is seeking a profitable partnership — quite literally.

The enterprising romantic has posted a proposal on r/wallstreetbets offering to split tax savings with anyone carrying over $1 million in short-term capital gains. His business plan for matrimonial bliss includes a lawyer-approved agreement and a generous 60-40 split of the tax benefits.

The time-sensitive proposal comes with some unique terms: a slight preference for female partners (to avoid future explanations about same-sex marriage), proximity to the Los Angeles area, and most crucially, a wedding before the ball drops on New Year’s Eve.

The successful candidate stands to gain approximately $120,000 in tax savings, proving that while love may be priceless, a strategic marriage in Los Angeles apparently has a very specific price tag.

The self-described high earner assures potential matches that despite his significant market losses, he maintains a respectable income of “several hundred thousand a year” and a “good job” — though potential spouses may want to steer clear of his investment advice.


Information for this story was found via the sources and companies mentioned. The author has no securities or affiliations related to the organizations discussed. Not a recommendation to buy or sell. Always do additional research and consult a professional before purchasing a security. The author holds no licenses.

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