It looks like your bridge post insert holes are egged out. Over time the holes can oval out due to long term use or heavy string/spring tension. Either that, or someone did a bad repair job. To fix it, you'd have to remove the post inserts, have the body in a mount that keeps it perfectly level. Then using a drill press, drill out the holes to a larger size that a dowel rod can be inserted and glued. Then drill into the dowel once the glue has set. That way the inserts can be reinserted. This is a diffcult job because everything has to be measured precisely. Your best bet is to find a local luthier to do the job.
This is the way an overpriced luthier wants to fix the job and not a single step of it is necessary. there are several ways to easily fix the problem that are much stronger than the original setup and cost pennies, require no plugs or drilling. the easiest of which is to pull the anchor, hold the body vertical headstock side down, and run thin CA on the ovaled side of the hole, hit it with accelerator. Check the fit on the anchor. Repeat until it starts to get tight and then tap the anchor back in, I usually use wood glue in the hole to fill in any gaps present. If the gap is large, over 1mm, pull the anchor and fill the headstock side of the hole with an acetone based wood patch. Insert the anchor perfectly straight to form the new hole, pull it back out and clean the base of the hole where the excess patch has been pushed. Let dry, coat with a thin coat of thin CA, hit with accelerator, tap the anchor back in. Either method will give you a fix that will be far stronger than the original basswood and probably last the lifetime of the guitar.
If there is a job with very little movement of the anchor you can just use anything to pull the anchor back hard against the trem side of the hole and wick thin CA into the small gap, hit with accelerator every few minutes and let it sit a bit, then repeat until it won't take any more CA. The hole is now rock solid, the wood has been hardened 10 times harder than it ever was, and the job cost you pennies and is done in an hour.
You have a sizeable gap. I would probably use wood patch but you can do it with CA. If you ever get too much CA in and the anchor gets too tight glue a little sandpaper on a dowel and sand it back till it's snug.
These are simple fixes that luthier schools overteach repair methods that are antiquated, expensive, and completely unnecessary.