The conditions you choose to fly in should reflect your level of skill and experience. Look at the reported and actual conditions and make your decision to fly based on what you know and how comfortable you feel. If flying a new site, get a site orientation if someone is available to give one. If not, plan to spend some time observing the site and the weather dynamics of the area. Most pilots are more than happy to give a site orientation, especially if it means keeping you safe and following site protocols, which reduces the risk of having the site shutdown.
Once you have decided the weather and site look suitable, it is time to get your gear ready. You should be intimately familiar with your equipment and know if anything needs to be repaired or adjusted. When it comes time to hook in, you should have 100% confidence that your equipment is in top shape and ready for whatever type of flying you plan to do. You may want to spend some time laying your gear out and giving it a quick inspection while monitoring the conditions. This will give you some time to relax, focus, and get a feel for what the weather on launch is doing.
The final thing to check before flying is yourself. Make sure your mind is in the right place for the task, and that you’re not distracted by personal issues. Flying will require all of your attention, you could compromise your safety, and you won’t enjoy it as much, if you are mentally distracted. Finally, make sure you are flying for the right reasons.