+1. It is hard to believe that such talent + hard work did not exist prior to 1990s in Silicon Valley. Those reaching their 20s and 30s since then have been incredibly lucky to have tailwind of plenty of venture capital with appetite to fund risk, an ecosystem of talent to join risky ventures, mentors and connectors to help these ventures, and so on. Put a 21st century silicon valley entrepreneur in 1929 and see what happens as a thought experiment to realize the impact of "timing", which no one has control over.
Harry Sit, a fee-only advisor, has a nice blog post on how to run specific simulations on tax torpedo and IRMAA for your specific situation to help decide how much to convert and its consequences.
Comments
what about "Roth convert or not in pre-RMD retirement years"?
Post: Great Debates
Link to comment from November 22, 2025
+1. It is hard to believe that such talent + hard work did not exist prior to 1990s in Silicon Valley. Those reaching their 20s and 30s since then have been incredibly lucky to have tailwind of plenty of venture capital with appetite to fund risk, an ecosystem of talent to join risky ventures, mentors and connectors to help these ventures, and so on. Put a 21st century silicon valley entrepreneur in 1929 and see what happens as a thought experiment to realize the impact of "timing", which no one has control over.
Post: Care to join me on my yacht cruising the Mediterranean? Do you envy the super wealthy? RDQ
Link to comment from March 22, 2025
Harry Sit, a fee-only advisor, has a nice blog post on how to run specific simulations on tax torpedo and IRMAA for your specific situation to help decide how much to convert and its consequences.
Post: To Roth Convert or Not
Link to comment from March 8, 2025