For fitting bottom metal if the stock is already built, you can cut your pillars to a length so that when you set the action into the stock at the proper depth, the bottom metal sets how it should. Assemble and make sure and check function of everything with the pillars cut at that length prior to bedding in place. If all is GTG, bed the pillars/action. They should sit out of the bottom of the dbm inlet a little bit, so for full support of the dbm just bed the bottom metal as well, be careful about mechanical locks and make sure to use plenty of release.
Keep in mind though, often times the rear of the bottom metal cannot be flushed up due to the contour of the stock's grip/bottom metal contour, if you drop it down enough to flush up with the contour of the stock, and also have the front flush with the stock, then it will not set level with the action (tilted rearward) and will cause feeding issues. From your pictures, that is what I suspect in your case. On my EH-1 stocks, the rear sits just a little bit below flush, and the front is flush, and there isn't really anything you can do to fix it aesthetically and still keep the bottom metal oriented properly. If the trigger is too close to the guard, you can however extend the pillars as stated, just make sure and keep the dbm level with the action. What I would do in your case, is flush up the front of the bottom metal with the stock, and add the same length to the rear pillar, then check for function, you will then have plenty of trigger clearance, and be really close to a perfect fit on the rear, just shy of flush.