Know your likes, your dislikes, and what you need it for (work, funerals, court).
Squeeze the fabric — if it bounces back with little or no sign of wrinkling, that means it's good, sturdy material. And tug the buttons gently. If they feel loose or wobbly, that means they're probably coming off sooner rather than later.
The jacket's shoulder pads are supposed to square with your shoulders; if they droop off or leave dents in the cloth, the jacket's too big. The jacket sleeves should never meet the wrist any lower than the base of the thumb — if they do, ask to go down a size. Always get fitted.
Check the stitching on the jacket. If there is only one single thread in a wavy pattern, it is hand sewn and the stitches are much more resilient than a suit with the two thread chain-like, machine patterned threads. Custom, hand-made suits are the best!
Keep it strictly stylish!