Great that it's not hooked! Just a bit more observations, pulling the boat forward to where it's over the bunks is better than nothing but let's face it, those 2x4s are gonna act like diving boards springing up and down. Ideally you want the transom resting above the bunk supports which...
Trailer looks way short. Put a long straight edge along the bottom and check for hook. If it’s bent that’s a deal breaker for me. Hope not looks like an awesome find otherwise but I’d factor in another trailer.
A spinning prop also causes more drag. This is why long distance sail boaters lock there props when under sail. I think they have a special mechanism to do this. They can't put the motor in gear because the rush of water over the prop would turn the engine over. But...getting back to...