General Discussion
In reply to the discussion: Guy who wrote book in favor of 401ks in the 90s - can't retire cuz his 401(k) is now in tatters [View all]coalition_unwilling
(14,180 posts)the late 90s and ramped up his contributions such that he was buying high-flyers like Cisco (or maybe a NASDAQ index fund like the Triple-Q) at their height. IIRC, Cisco plunged almost 80% from its high. (I rode it part of the way down, but was such a small player that I didn't get hurt much.)
As for the house that needed renovations, sounds to me like perhaps he caught the bubble mentality so many others caught and harbored ambitions to flip the property and got caught when the bubble burst and he could not unload the property. Just a guess from reading between the lines.
You can call each of these bad decisions, or you can say this guy has a real talent for getting caught up in the bubble mentality when the market has almost topped out. Either way, he does not sound like a serious investor. Warren Buffett says his ideal time period to hold a stock is 'forever.'