I returned that night, a full 13 hours later. The evening rush had passed, the mass of cars and commuters had slowed to a steady trickle, yet the man still stood there. He'd changed sides of the road, but in the same jeans and jacket he was evidently still jobless. It was just him and his sign.
In June 2009, that sheet of cardboard was a very literal sign of the times. US unemployment was 9.5 per cent. People were desperate, and though homes were foreclosed and millions were newly jobless, Barack Obama promised a steady recovery for the biggest economy on Earth.
When comparing those figures now, to the unemployment numbers for June of this year, the level of economic recovery in the USA can appear deceptively rosy. Instead of the half-million jobs shed in the grip of the recession, 80,000 jobs were created last month. Unemployment today is at 8.2 per cent, 1.3 points lower than when the man in Washington State stood by a highway holding his sign.
But on a mid-town Manhattan footpath this week, sat another man with an expression of dishevelled resignation. He didn't ask for money, I saw no collection and I had no reason to assume an addiction. In the fleeting seconds afforded to him by the average passerby, I saw little more than his sign.
"Unemployed veteran," it read. "Wants to work. Can you help?"
If unemployment is the most accessible measure of post-recession recovery, in the United States at least, the rate of improvement is still miserably slow. And while Barack Obama undoubtedly inherited much of his nation's recessionary problems, it's tough to sell one's economic nous when there are willing workers holding cardboard signs in the streets of your biggest cities. Three-and-a-half years since he took office, the jobs gained last month do nothing more than match population growth.
It's easy to get lost in the compendium of social issues that make up a US presidential race. But four days before November's election is a key date in the campaign calendar - the final unemployment report of President Barack Obama's first term.
And to be lost in abortion laws, gay marriage and immigration, is to forget most Americans will cast their November 6 vote by a simple and overruling economic question: What candidate will make my life better, by putting more cash in my back pocket?
That 8.2 per cent might just mean the masses choose Mitt.