Yes. I'll be coordinating it to overlap with say the last hour of indirect light. Here in michigan that would mean I'd move them into the shed and hit the lights at about 7pm. It will still b light outside but it'll be indirect light and fading. From 7pm to 9pm they can get extra light. Then They sit in the dark from 9pm until about 830 when I bring them back out into the outdoors. The indirect light starts coming out at about 730am. The direct light starts hitting their outside greenhouse at about 830am. Would this work?
I wouldn't mess with the natural light hours at all. Changing the light hours around will not bring anything good. Reveg would be the most likely, but it is also possible your plant will change it's name to Herman.
There will be a lot of real problems to worry about before then. You will have to deal with them as they show up, or you won't get into November. This time of year is rough on outdoor growers. Just look at a few of the threads in this section. Experienced growers are fighting tooth and nail trying to save their crops. Many of them {like me} are not coming out on the winning end of that fight.
In the future, if you see one plant can't meet your needs, plant two. {I just put 70 seeds in soil for my fall/winter crop. I hope to have 15 or so keepers from them}