I bought my spouse an all in one 23" screen Dell desktop for Christmas this year. Inspiron One 2320 Non Touch UMA, Windows 7 64 bit. He previously was using a Windows 7 laptop with a 23" monitor attached and all was well. Out of the box and to date, all software is fully updated.
This computer has a VGA port on the back so you can add an additional monitor. We did so and it worked like a charm. Until he restarted the computer. Then it reverted back to "Duplicate these displays." We went through the setting again, clicked Keep these settings, Apply and Okay and again all was fine until he shut down and restarted it later on.
Now mind you, if this issue was mine, I'd have no problem with it, but my spouse is, well, technically challenged and despite written instructions on going into graphics properties and changing it back irks him and he always misses a step. He has zero patience. I get that he should suck it up and do it but part of me agrees that this should not be necessary every time he starts up the computer.
I have the same model computer at work but with the touchscreen and sans VGA port on the back. I purchased a Pluggable USB box and use that to add a second monitor to my office computer and it works fine. I brought it home to try on his computer and am experiencing the exact same issue: I set up the Pluggable per instructions and it kicks into Extended Displays without a problem until you shut down or restart the machine. I have never experienced this problem on my work machine.
I did some poking around online and read suggestions that it is perhaps a video driver
issue. It's an Intel graphics card with the most up to date driver. I checked the version on the machine and compared that with the most current on Intel's web site. I even downgraded to a prior version to see if that worked and it did not.
Has anyone been able to get Extended Display to stick after restart using the built in VGA port? It's quite the perplexing issue. Thanks for any suggestions.