Originally Posted by
flyquiet
Is there a Latitude flight pass that would cover the OP's flight? That is an Economy fare that is upgradeable to Business ahead of time if upgrade space exists. Problem solved. Since OP is talking about doing it quarterly, using the pass up is not a problem. But I don't know if there is a Latitude flight pass at reasonable price on that route. Is this what canadiancow has?
There are Latitude fares, but they're about $1,700–$1,800. That's pretty pricey. I fly main cabin select on Virgin from SFO to JFK for <$1,000 regularly.