2354: Taking Advantage of Mr. Bear by JL Collins on Tax Avoidance Investment Strategies
Optimal Finance Daily - Financial Independence and Money Advice
Optimal Living Daily LLC
4.5 • 1.3K Ratings
🗓️ 25 June 2023
⏱️ 7 minutes
🧾️ Download transcript
Summary
Transcript
Click on a timestamp to play from that location
| 0:00.0 | This is Optimal Finance Daily, Episode 2354, taking advantage of Mr. Bear by J.O. Collins |
| 0:07.8 | of J.O. Collins NH.com, and on your host and personal finance enthusiast Diana Mariam. |
| 0:14.3 | Now let's get to today's post as we optimize your life. |
| 0:22.2 | Taking advantage of Mr. Bear by J.O. Collins of J.O. Collins NH.com |
| 0:29.2 | Today, March 9th, 2020, I decided it was time to cuddle up to Mr. Bear and let him help |
| 0:35.9 | me avoid some capital gains taxes. |
| 0:39.0 | As regular readers here know for the past few years, we have been homeless and nomadic. |
| 0:44.6 | It's a lifestyle that agrees with us and when we'd like to keep doing for some time. |
| 0:49.1 | However, at some point, age will force us to settle down. |
| 0:53.2 | The trick is deciding when exactly that is. |
| 0:56.6 | Back to soon and we miss out on extra wandering. |
| 1:00.0 | Wait too long and I might not have the energy left to easily make the transition. |
| 1:04.3 | But sometime in the next five years, there's a better than even chance that we'll be buying |
| 1:08.5 | a final year's house. |
| 1:11.0 | To that end, we've had money growing in a taxable account invested in, of course, VTSAX. |
| 1:17.6 | As I tracked this against the eventual sale to fund the house, I realized that we'd be |
| 1:22.2 | on the hook for a 20% capital gains tax, until at least this new market sell off. |
| 1:28.6 | Suddenly, that capital gain was disappearing. |
| 1:31.8 | Indeed, with an 8% drop today, it would be completely gone. |
| 1:36.0 | So with the market down about 6.34%, figuring that we'd be close enough, I put in the sell |
| 1:42.3 | order and moved from VTSAX to our money market fund. |
| 1:46.7 | Conveniently, by the market's close, it was down 7.6%. |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from Optimal Living Daily LLC, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Optimal Living Daily LLC and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.

