Betting on a player. Betting on a team. Betting on a league.

What do sports betting and stock picking have in common? They’re both gambling. Late last year, after spending a significant amount of time talking with fiduciaries and reading The Little Book of Common Sense Investing by Jack Bogle, I fired my financial advisor, and took over my investments. My mini-retirement had finally given me the… Continue reading Betting on a player. Betting on a team. Betting on a league.

Why we decided NOT to invest in a vacation rental

From the moment my Dad lent me his copy of Rich Dad, Poor Dad, I always dreamed about investing in real estate. Not just investing in my primary residence, but utilizing real estate investing to generate passive income that moves you from the left to the right side of Rich Dad’s CASHFLOW quadrant. But as… Continue reading Why we decided NOT to invest in a vacation rental

Bitcoin for Bogleheads? Bogleheads should consider a long-term investment in cryptocurrency

Bogleheads should consider a long-term investment in cryptocurrency Updated: August 29th, 2021 I know that many hardcore Bogleheads will be completely against cryptocurrency investments. After all, why take on the additional risk to your portfolio when you can simply invest in Total Stock Market Indices and keep your costs low? I get it. BUT, if… Continue reading Bitcoin for Bogleheads? Bogleheads should consider a long-term investment in cryptocurrency

How to keep your money, investments, and cryptocurrency secure; preventing hacking, phishing and other nefarious scams

My wife is deep into the true crime world of podcasts, documentaries, and tv shows. As such, I am used to hearing/watching shows about various murders, rapes, hate crimes, and other generally horrible/disgusting crimes. The other day, we were watching the show, True Life Crime on MTV, when an episode called “The $5 Million Dollar… Continue reading How to keep your money, investments, and cryptocurrency secure; preventing hacking, phishing and other nefarious scams

2021 Tax Planning – avoiding capital gains tax in retirement with TaxCaster

How we plan to pay $0 in taxes in 2021 This is neither tax nor investment advice and is for informational purposes only. One of the big challenges that I have had in my first year in early retirement is managing taxes and capital gains. You would think that taxes wouldn’t be such for someone… Continue reading 2021 Tax Planning – avoiding capital gains tax in retirement with TaxCaster