Is the Hamilton Performer a good first automatic watch?

Yes. It pairs a Swiss automatic movement with a simple dial and a leather strap, so there is little to learn beyond winding and setting it. It is a common entry point into Hamilton's automatic range.

How does it differ from the Hamilton Jazzmaster?

The Performer is the sportier, more casual line, while the Jazzmaster is dressier with thinner cases and more formal dials. Choose the Performer for everyday wear and the Jazzmaster for dressier occasions.

Does it have a steel bracelet?

This reference comes on a leather strap with a stainless steel case. Hamilton sells other references on bracelets if you want an all-steel look.

Do I need to wind it?

An automatic movement winds itself as you wear it. If you leave it off for a few days it will stop, and you can restart it by winding the crown or setting the time and wearing it.

Is it safe for swimming?

Check the water-resistance rating on the caseback before swimming. Leather straps should not be soaked, so a leather-strap watch is best kept away from water regardless of rating.