If I may...
1. No matter what the weather is, you will face about a 50 percent chance that you will be either too cold or too hot or too wet or too dry.
Short of tornadoes, hurricanes and blizzards, there's no bad weather, just bad clothing for the weather you encounter.
2. The corollary to number 1, above, is that the article(s) of clothing or gear that will render you more comfortable will either be at home or somewhere on your bike that you do not recall having with you- until you return home.
Ride like a Boy Scout: Be Prepared.
3. The amount of time you spend cleaning, polishing and generally spiffing up your bike will be in direct but inverse proportion to the weather. If the bike is really clean- it will rain. If the bike is kinda ratty you will find they are having a concours ‘d elegance where you want to park.
Determine which matters to you more: riding a motorcycle or having a clean motorcycle.
4. The bike you have is either too large, too small, too fast, too slow or otherwise has faults you will only realize under certain conditions, such as your proximity in relation to that “perfect” bike you see in the dealer’s showroom, or sometimes on Craigslist.
The "perfect" bike is the one you can ride, right now, right where you are.
5. The corollary to number 4, above, is that the bike you just got and love, will revert to the bike status described in item 4 in about a thousand miles.
Enjoy the ride, whatever it happens to be.
6. If you clean your windshield you will hit a big juicy, colorful bug directly in your line of sight.
If it bugs you, stop and clean it off. Being able to see where you're going is good.
7. If you, at great expense, upgrade your systems: Shocks, Brakes, Exhaust, Seats, Lighting, etc. you will cleverly dispose of the OEM parts via Craigslist, or classified ad. Further, when you attempt to sell the bike the one and only buyer will cancel the deal if you do not have the OEM parts.
It's good to have spares, and it's only money.
8. If you call roadside assistance for help on a trip- particularly if you are not near an urban area, the lady who answers will ask you to move the bike to the nearest town…. or that the assistance truck is busy and please call back tomorrow.
Yes, that can suck. Good things for any motorcyclist to know how to do at the side of the road include: repair a flat, jump a flat battery, replace fuses, siphon fuel from a donor vehicle, and ask for help.
9. If you break down in an urban area the parts or service you need will not be available till next Tuesday no matter what day it is unless today is actually Tuesday then it will be available next Monday.
That can suck, too. Stuff happens, deal with it and move on.
10. If you travel in any direction to a desirable location… the probability that the attraction will be unavailable is inversely proportional to the difficulty in getting there. If it is really easy to get there the thing will be closed or full or otherwise unavailable. If it is a royal PITA to get there the place will be filled with an outlaw H.O.G. camp-in, in a bad mood.
Make sure the ride itself is worth it and always be prepared for a change of plans.
. … what else…?
Worry less, ride more.