The S&P finally hit a new all-time high of 5,000 this week.

So does this milestone give the market the green light to rocket higher?

Or is this the right time to lock in recent gains by starting to sell?

Portfolio manager Lance Roberts thinks the latter is more likely, especially as the S&P remains quite overbought here from a technical perspective. Which is why his firm is going to begin selling off positions starting Monday.

We also discuss solutions for the unaffordable housing market, Lance's warning to retirees, the US' unsustainable fiscal path, and potential success strategies for job seekers.

For everything that mattered to markets this week, watch this video.

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