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Category: Ask Matt & Joel

  • Ask Matt & Joel

Ask Matt & Joel: I just got a raise. How much should I increase my 401k contributions?

  • March 8, 2025
  • Tagged as: 401k, career, retirement investing, roth ira, salary raise, tax advantaged accounts

Today’s question comes from Javier in Gainesville, FL… “My question is about my 401k.  Let’s say I get a raise at work, and I want to put it into my 401k. But I want to…

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  • Ask Matt & Joel

Ask Matt & Joel: Should I buy a rental property instead of a primary home?

  • March 7, 2025
  • Tagged as: buying a home, down payment, mortgages, rental properties, retirement investing, should i buy a house or just keep renting, sinking funds

Today’s question comes from Colin in Iowa… “Hi, Matt and Joel, I’m seeking your advice on a decision my wife and I are grappling with… Currently, we reside in a condo owned by her father,…

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  • Ask Matt & Joel

Ask Matt & Joel: I’m saving up for a new car. Where should I keep the money?

  • March 6, 2025
  • Tagged as: buying a new car, financial checklist, HYSA, index funds, mindful spending, sinking funds, stock market

This question was posted in our HTM Facebook group, from Alex… “I want to start saving for a car purchase I will make in the next 3 – 4 years. With that timeframe I was…

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  • Ask Matt & Joel

Ask Matt & Joel: I’m thinking about dabbling in single stocks, what is the best way to go about it?

  • March 6, 2025
  • Tagged as: betterment, CIT Bank review, gambling, index funds, M1, personal finance, retirement investing, robinhood app, stock market, Vanguard

Today’s question comes from Anna from Oregon… “I’m 22 years old. I have a Roth IRA, a taxable brokerage account, and an emergency fund with almost a year’s worth of expenses. I know that in…

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  • Ask Matt & Joel

Ask Matt & Joel: Can I use HSA funds to pay for healthcare premiums?

  • November 13, 2024
  • Tagged as: health insurance, HSA, index funds, retirement investing, tax advantaged accounts

Today’s question comes from Gabe in Cincinnati, OH!… “Hey guys, I have a question about our favorite investing vehicle, the HSA. My wife was talking to a co-worker the other day who is retiring early,…

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  • Ask Matt & Joel

Frugal or cheap: Bringing my own food for kids when we go to a restaurant?

  • November 12, 2024
  • Tagged as: family finance, frugal habits, frugal vs cheap, groceries, Life Hacking, money challenges

Today’s question comes from Nick from North Carolina!… “I have a frugal or cheap question for you… I have an 18 month old son. Until recently, when my wife and I have gone out to…

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  • Ask Matt & Joel

Ask Matt & Joel: We’re considering a 401k loan to pay off credit card debt…

  • November 10, 2024
  • Tagged as: 401k, debt management, good debt, personal finance, saving money

This question was posted in our HTM Facebook group by an anonymous member… “My husband and I have some credit card debt. We are considering a loan from our 401K because the interest we pay…

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  • Ask Matt & Joel

Ask Matt & Joel: Should I do a Roth conversion during a sabbatical year?

  • November 9, 2024
  • Tagged as: early retirement, Life Hacking, Roth conversions, roth ira, saving for retirement, tax advantaged accounts, year off work

Today’s question comes from Ariel in PA!… “Hey, Matt and Joel. This is Ariel calling out of Philadelphia, and I have a kind of unique situation this year where I decided to quit my job…

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  • Ask Matt & Joel

Ask Matt & Joel: Do you think I can withdraw more than the 4% rule?

  • November 8, 2024
  • Tagged as: 4 percent rule, early retirement, Life Hacking, retirement investing, roth ira

Today’s question comes from Scott in FL!… “Hi, guys, it’s Scott and Florida. My question is about the 4% percent rule for ROTH and 403b account withdrawals. I’m getting fairly close to retirement, maybe in…

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  • Ask Matt & Joel

Ask Matt & Joel: Should I drop full coverage on my 2016 car that’s fully paid off?

  • November 7, 2024

This question was posted in our HTM Facebook group by Rebecca… “I have a 2016 Hyundai, paid off, and Kelly Blue Book says it’s worth $5,000 – $7,000. I’m currently paying full coverage for car…

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