How to Money

Ask HTM - Acorns to Jumpstart Investing, Seasoning a Cash Gift, & Social Security Running Out #1027

11 snips
Aug 25, 2025
Listener questions kick off a lively discussion on investing, specifically whether to use the Acorns app and the nuances of real estate investments. The looming issue of the Social Security Trust Fund depleting by 2033 is tackled, sparking insights on proactive savings. Also covered are the timing for cash gifts to improve credit scores and considerations around choosing financial advisors. With a sprinkle of humor, the hosts delve into smart shopping habits and the complexities of car and home purchases.
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ANECDOTE

Refund Win After A Bad Refurbished Watch

  • Joel bought a refurbished Apple Watch from Woot and it had poor battery life.
  • After pushing customer service he received a full refund and was allowed to keep the watch.
ADVICE

Start Investing Now, Then Upgrade Brokerages

  • If Acorns is the only tool that will get you investing, use it to start immediately.
  • Move to a low-cost brokerage (Fidelity, Vanguard, Schwab) once you understand basics to avoid high percentage fees.
ADVICE

Use Roths And Automate Contributions

  • Prioritize Roth IRAs and automated recurring contributions when starting to invest.
  • Use low-cost index funds and set monthly contributions to build consistent habits.
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