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How would I go about rotating a tiled background?

The player object sits in the middle of the screen and faces the top. I need the 'world' and objects to rotate around the center of the screen as the player object moves through it.

I started with a 5000x5000 background sprite and it worked well enough. Rotating it under the player object. The problem with this method is I'll eventually need a larger map and hand drawing a map that size is cumbersome.

I tried tiling dynamically and using 8 directions, which works too, but I have to rotate the player object and it ruins the feel of the game.

I've been experiment with individual tiles, the problem I can't get around is lining the tiles up correctly. I've been using an arc and offsetting to the center of the tile and rotating it. I can get 1 tile to go around the player object correctly, but the second tile keeps overlapping the first tile.

thanks for any help

It would be easier to rotate the camera surely? If you turn your player with the camera it will just look like the background is rotating.