Might I suggest you take a look at the BOLT series by Invicta. They will all meet your size requirements. And the entry level BOLTS can be had at your price point, although they will all likely be quartz. Automatic movements can be had, but at a higher price.
The BOLT 0978 is a sharp looking watch and can be had for around $325. Quartz only I'm afraid.
The BOLT 0978 is a sharp looking watch and can be had for around $325. Quartz only I'm afraid.