Hack Your Wealth

Wealth building hacks for lawyers, engineers, & MBAs.

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How to use HSAs to avoid taxes and take charge of your healthcare, with the guy who implemented the HSA law, Roy Ramthun (aka “Mr. HSA”) (HYW049)

How to use HSAs to avoid taxes and take charge of your healthcare, with the guy who implemented the HSA law, Roy Ramthun (aka “Mr. HSA”) (HYW049)

By Andrew C. • Updated: September 13, 2020 • 33 min read • Leave a Comment

HSA expert Roy Ramthun, who helped the White House implement HSAs into law, explains how they work and tips for maximizing the benefit of HSAs.

How Medicare works: eligibility, enrollment, cost, and coverage options, with Danielle Roberts (HYW048)

How Medicare works: eligibility, enrollment, cost, and coverage options, with Danielle Roberts (HYW048)

By Andrew C. • Updated: September 12, 2020 • 50 min read • Leave a Comment

National Medicare expert Danielle Roberts explains how to evaluate, navigate, calculate, and decide on the best Medicare coverage for you and your family.

How to use whole life insurance to avoid taxes and grow wealth, with Eric Brotman (HYW046)

How to use whole life insurance to avoid taxes and grow wealth, with Eric Brotman (HYW046)

By Andrew C. • Updated: September 6, 2020 • 40 min read • Leave a Comment

Financial advisor Eric Brotman explains whole life insurance: who it’s best suited for, its tax and estate planning benefits, and how to use it to invest.

How to attend any college for free, with Shirag Shemmassian, PhD (HYW039)

How to attend any college for free, with Shirag Shemmassian, PhD (HYW039)

By Andrew C. • Updated: September 6, 2020 • 36 min read • Leave a Comment

College admissions expert Shirag Shemmassian (who won >$200k scholarships) shares exact tips & tactics for winning scholarships to attend college for free.

6 budget items that soar when you start a family & how to save on them (HYW037)

By Andrew C. • Updated: November 28, 2020 • 21 min read • Leave a Comment

Household expenses go up a lot with a kid, but how much? I share how much our expenses blew up after our baby arrived, using examples from our own budget.

7 Powerful Ways to Invest in Real Estate (Plus: How to Analyze a Real Estate Deal) (HYW028)

By Andrew C. • Updated: November 28, 2020 • 31 min read • Leave a Comment

From classic buy and hold investing to tax liens. Plus: What I look for in investment properties and how I personally analyze them.

How to earn 6 figures and legally pay zero taxes (updated for 2020) (HYW021)

By Andrew C. • Updated: November 28, 2020 • 10 min read • Leave a Comment

I show you step by step how you can make over 6-figures in income with zero tax liability.

How to maximize point redemptions for free flights with Sarah Maxwell (HYW017)

How to maximize point redemptions for free flights with Sarah Maxwell (HYW017)

By Andrew C. • Updated: November 28, 2020 • 28 min read • Leave a Comment

I talk with miles & points expert Sarah Maxwell about how to maximize point redemptions for free flights and how to think strategically about award travel.

Credit card application tips for earning big sign up bonuses and rewards (what’s working in 2020) with Dave Grossman (HYW016)

Credit card application tips for earning big sign up bonuses and rewards (what’s working in 2020) with Dave Grossman (HYW016)

By Andrew C. • Updated: November 28, 2020 • 45 min read • Leave a Comment

I talk with Dave Grossman, travel loyalty program consultant & credit card rewards expert, about how to optimize credit card travel rewards (what’s working in 2020). It’s chock full of tips, strategies, and insights you do NOT want to miss…

How to increase your credit score (plus analyze and protect it) with Louis DeNicola (HYW014)

How to increase your credit score (plus analyze and protect it) with Louis DeNicola (HYW014)

By Andrew C. • Updated: November 28, 2020 • 27 min read • Leave a Comment

I talk with consumer credit expert Louis DeNicola about how to increase your credit score, how credit scores are actually calculated, how to analyze your credit report, and other tips to help you build strong credit.

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Topics

  • Career Advice (42)
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Popular

  • How to avoid capital gains taxes when selling your house (updated for 2021)
  • Why this cardiologist left medicine for the business world, and how one of his patients who died defined what matters most to him
  • You can’t connect the dots looking forward. You can only connect them looking backward.
  • How a law school grad without work experience went straight into investment banking and then into hedge funds
  • How a law school grad hustled to skip law firms and landed a Google business development job straight after graduation
  • How to take a year off, earn 6 figures, harvest capital gains, do Roth conversions…and pay zero taxes on it all (updated for 2021)
  • “Your life’s work” – New Employee Welcome Letter From Apple
  • How to set up a revocable living trust (with sample trust document)…and why setting up a trust now will save you LOTS of time and money later

Recent

  • Asset location: What assets should you hold in each account to minimize taxes? (HYW062)
  • FIRE goal setting for the new year (HYW061)
  • How to FIRE with confidence, step by step (HYW060)
  • How to pick the best index fund (HYW059)
  • How to set your target asset allocation and rebalance your portfolio efficiently (HYW058)
  • Why writing an investment policy statement will make you a better investor (HYW057)
  • Section 199A: how small business owners can skip 20% of their taxes (HYW056)
  • Election day special: potential tax law changes coming? (HYW055)

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