So, your V packing (chevron) sets are very peticular about stack height. Too much and it squashes out too much, too little and they don’t seal. V packing needs to have just a smidge of correct tension to perform right. Most OEM seal kits with V packing sets have the correct squish up (.50-.100”) Generic seal kits (or piece meal from a hyd shop) have to be tightened just enough, but not too tight (like yours pictured).
At work we mic up the bore and use a similar scrap piece of cylinder barrel stock, we insert the piston loose, then adjust the piston nut (preloctited) to a slam fit (my definition of slam fit is it has to move with the slam of a plastic hammer). Them tap off the scrap barrel stock and immediately insert in cyl barrel.
Viola……..perfect fit.
The way you are trying to do it will only ruin the V pkg set.
BTDT