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I wonder if one can ask his electric company to upgrade his meter?

You can, depends on your power company.

You're only out of luck if you want a detailed history or to view it on the web, plenty of monitoring devices exist that are compatible with the analog models. http://blackanddecker.com/Energy/PowerMonitor.aspx?WT.mc_id=...

The BlueLine PowerCost monitor (same as the Black and Decker version) both have sensors that, in addition to reading digital meters, can read the black line on the analog meters. There's no reason that WattVision couldn't do exactly the same thing. It's primitive, to be sure, but it works.