Ask The Compound

Will Social Security Be Around in 2060?

20 snips
Apr 8, 2026
Matt Cerminaro, data researcher and founder of Exhibit A, breaks down bonds and short-term treasuries. Sean Russo, investment analyst at Ritholtz Wealth, covers portfolio allocation, cash versus equities, and mortgage versus investing tradeoffs. They discuss using short-term treasuries for safety, investing cash awaiting a down payment, and whether Social Security will last to 2060.
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ADVICE

Use AI For Simple Tax Returns But Keep Expert Oversight

  • Do expect AI to handle simple tax returns soon but not complex returns involving nuanced rules or recent law changes.
  • Bill Artzerounian says basic W-2 returns could be automated within years, but experts will still be needed for complex, fact-specific issues.
ANECDOTE

Clients Tried Deducting An Airplane And A Shark

  • Bill Artzerounian recounted clients trying to depreciate an airplane as a business expense and another deducting an ornamental shark for a home office.
  • These stories show how taxpayers push deductions into absurd territory and require judgment to evaluate.
ADVICE

Fund Kids' 530A Accounts Then Convert To Roth

  • Use Trump accounts (new 530A) as a way to make non-deductible contributions for children and consider converting to a Roth when their income is low.
  • Bill Artzerounian warns to track basis carefully because they function like non-deductible IRAs and conversions can trigger taxes and penalties if mishandled.
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