I usually travel with one 19-22L bag (the same one Tynan, mentioned in the article uses… or used a decade ago). I ran across one of his videos when looking for a bag, and everyone was recommending the same Tom Bihn bag at the time.
I found traveling light requires understanding and accepting 2 things:
1. You will do laundry while on vacation, how much you pack determines how often laundry is done.
2. Unless going to an uninhabited area, people live their whole life where you’re going. If you forget something, you can probably buy it at the destination. I almost always buy toiletries locally to avoid dealing with liquids and TSA. I’ve bought stuff a couple times, but it’s rare. I find that with 19L, I still over pack and have stuff I bring and don’t use.
On an overnight trip, I only brought a plastic shopping bag with me. We were going by bus and would arrive late in the evening. The next day we’d be out and about all day, before meeting up at the bus in the evening to head home. I knew I didn’t want to be saddled with luggage, so I wore cloths that were on the verge of being thrown out, and brought a change of clothes and a phone charger in the grocery bag. The next day, the other people on the trip who brought multiple bags, laptops, coolers, etc for 1 night, were stuck sitting in one place watching their bags. I was able to roam free like a local. No regrets.