Oh man, this question brings back some pesky memories of a recent experience I had of doing a 2 leg commute at my regional. Thankfully it was ONLY for 2 months until I was able to get awarded the base I wanted and make my commute a 1 legger again. But it was a long and painful 2 months in the middle of the summer this year, with constant IROPs and delays, even cancellations. It was very stressful. Even coming into my base the night before, and with a late afternoon report into the next day, I still had major headaches with it. Always missed my connection because of the first flight getting delayed for a myriad of reasons, and had to spend the night in the intermediate city and basically do a split commute. Every single time. With the exception of one time, I had some luck in making my second flight, but I had to pretty much high tail it to get to the other gate. Once I got on the aircraft, every passenger was looking at me as I’m huffing and puffing like “why does this pilot look like he just did sprints in the airport??” It sucks all around.

As others have alluded to, it’s almost always never worth it UNLESS you are grinding it out in hopes of getting that base that you’ve had on your radar for a one leg commute. Other than that, ain’t worth it. Not one iota.