That driveway really does not look bad. The problem I see is it looks like there is a deep dip where the gutter is. As suggested previously, use some heavy boards with some support or some method to bridge that dip I think you will be fine.
I tried to use Paint to show what I'm talking about. The red line is what I think the contour of the ground is. The blue is the "bridge" to be constructed. Two would have to be constructed, one per wheel, of course.
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TV: 2002 Toyota Tundra Acess Cab, TRD, 4WD, LS, Tow Package.
Mods: 7-pin Connector, Tekonsha P3, Reese WDH, Milenco Grand Aeros, Leer cap, FS airbags, RVS backup cam & monitor, front hitch.
TM: 2008 2619, A/C, Swing Tongue, 40 gal Tank, Awning, Cabinet over sink, MW drawer.
Mods: Kumho 875 205/R14s, Shower curtain & Oxygenics, Sewer hose stow, Prop reg on top, (2) Trojan 27TMs w/1+2 switch, Marinco A/C plug, RVS backup cam, Honda EU2000i & companion w/extended run tank.
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