Some day, you and your checked luggage will be parted. Maybe for a day, maybe forever. Have enough in carry-on that you can survive a day while you get replacements for the essentials.
Medications go in carry-on bags.
If you fly more than twice a year, do the TSA Pre-Check and get a Known Traveller Number. You can keep your liquids in your bag and use the short line for screening, and it lasts for five years.
Driving for business
Classical music is not your friend. Find something with a beat that you can sing along to, especially if you’re driving multiple hours.
Drink lots of water and take stops every hour. The one may facilitate the other.
Don’t be the fastest thing on the road.
Chocolate left in your car all day will probably melt, especially in summer.
Bring one book, not three.
When you’re in a new city, ask people for recommendations of places to go and places to eat. Then take the recommendations. This got me to Askinosie a fantastic chocolate factory in Springfield MO, and Farmer’s Gastropub, which is the closest thing to a British pub I’ve found in America.
Explore on your own.
Take the time to introvert and be alone.
Back to back travel is best avoided. You need a break in between trips.
Coming home is the best part of travelling.