After losing everything in a battle that he thought was to the death, The Gambler Fox is teleported from Mystic Post Medieval Ireland to Modern Day Las Vegas, Fox must learn to survive and live with a different type of people while looking for the one, Raven, who took everything from him and try to keep his reborn love, Vivian, from being killed a second time.

Let's try this one, hopefully a little more detailed, yet simple.

When a gambler from Mystic Post Medieval Ireland wakes up from a time jump, he must learn to live in modern day Las Vegas to stop a witch before she destroys his world.

I'm missing something, but I know it's getting better.

Focus on his emotional need.

Transported through time to modern Las Vegas a medieval man must find his reborn lover to prevent her murder a second time.

Everything else is obvious really. An medieval man would have to learn to live in a modern world etc. your reader will see that, no need to underline it.

Hope it helps.

Agreed with DPG in regards to the revised version of the logline.

Why MUST he look for his archenemy? The reason, or cause and effect relationship between the events, is unclear.

What will he do when he finds him? The goal is vague, it's not clear how he will deal with the enemy he could need to kill his enemy or have them arrested to save his love. The lack of a specific goal renders the plot unclear.