Subscribe
Sign in
Home
Invest with Jon
Disclaimer
Archive
About
Latest
Top
Discussions
When History Stops Helping
How to separate durable ideas from disposable strategies
16 hrs ago
•
Jonathan Swanburg
2
Share this post
Wealth of Optimism
When History Stops Helping
Copy link
Facebook
Email
Notes
More
Certainty Is Usually a Warning Sign
What past decades teach us about overconfidence and turning points.
Aug 8
•
Jonathan Swanburg
2
Share this post
Wealth of Optimism
Certainty Is Usually a Warning Sign
Copy link
Facebook
Email
Notes
More
3
The Future of Social Security
Between DOGE and the recent Medicaid cuts, I’ve been getting a lot of questions about whether retirees can really depend on Social Security to be around…
Aug 1
•
Jonathan Swanburg
Share this post
Wealth of Optimism
The Future of Social Security
Copy link
Facebook
Email
Notes
More
1
July 2025
When Winning Makes You Worse
The headline above was posted on Wednesday and accompanied by the following quote:
Jul 25
•
Jonathan Swanburg
1
Share this post
Wealth of Optimism
When Winning Makes You Worse
Copy link
Facebook
Email
Notes
More
1
The Risk of Expecting Too Much
The belief that there is little risk creates a perverse outcome: people behave more recklessly, thus increasing actual risk.
Jul 18
•
Jonathan Swanburg
2
Share this post
Wealth of Optimism
The Risk of Expecting Too Much
Copy link
Facebook
Email
Notes
More
3
Don’t Fear New Highs
New highs aren’t a warning sign. They’re part of how the market works.
Jul 11
•
Jonathan Swanburg
2
Share this post
Wealth of Optimism
Don’t Fear New Highs
Copy link
Facebook
Email
Notes
More
2
The Deepfake Scams You're Not Ready For
Why Seeing Is No Longer Believing
Jul 4
•
Jonathan Swanburg
1
Share this post
Wealth of Optimism
The Deepfake Scams You're Not Ready For
Copy link
Facebook
Email
Notes
More
2
June 2025
Texas Wants Bitcoin. History Wants a Word
What gold, diamonds, and past manias can teach us about today’s crypto moves
Jun 27
•
Jonathan Swanburg
2
Share this post
Wealth of Optimism
Texas Wants Bitcoin. History Wants a Word
Copy link
Facebook
Email
Notes
More
2
The Myth of Better Investing for the Ultra-Wealthy
The other day, I was speaking with an investor who had a $1 million portfolio, and he asked an interesting question.
Jun 20
•
Jonathan Swanburg
Share this post
Wealth of Optimism
The Myth of Better Investing for the Ultra-Wealthy
Copy link
Facebook
Email
Notes
More
2
Crypto Bubbles
Predicting when bubbles will pop is an impossible task.
Jun 13
•
Jonathan Swanburg
1
Share this post
Wealth of Optimism
Crypto Bubbles
Copy link
Facebook
Email
Notes
More
2
The Cost of Progress
In this Morgan Housel podcast, he makes the point that what the average American considers to be an average, ordinary life has shifted dramatically over…
Jun 6
•
Jonathan Swanburg
1
Share this post
Wealth of Optimism
The Cost of Progress
Copy link
Facebook
Email
Notes
More
1
May 2025
Why 'Smooth' Returns Should Raise Red Flags
The Trouble with Low Volatility and High Returns in Private Markets
May 30
•
Jonathan Swanburg
1
Share this post
Wealth of Optimism
Why 'Smooth' Returns Should Raise Red Flags
Copy link
Facebook
Email
Notes
More
1
Share
Copy link
Facebook
Email
Notes
More
This site requires JavaScript to run correctly. Please
turn on JavaScript
or unblock scripts