Observer pilot reported the landing gear failed to extend twice and the PF used an alternate method to deploy the gear.

Narrative

I am a Commercial Pilot with my Flight Instructor single-engine land rating. I was put in contact with this gentleman; who has a complex aircraft. I do not have the endorsement for a complex aircraft. He wanted someone else to fly with him in the aircraft to help him with traffic avoidance. Since I do not have my complex aircraft endorsement; I could not be the PIC of that aircraft.He took off from ZZZ1 and we were going to ZZZ. When we were in the pattern for ZZZ; he informed me that the gear was not coming down. We asked the Tower if they could see our gear coming down. They said they would let us know if we did a low approach. He checked the circuit breaker it was popped out. He popped it back in; and it worked. He did a low approach; and the Tower told us the gear was down and told us to make left traffic. He put the gear back up as he went around. While coming back to land he had to hold the circuit breaker in order for the gear to come down. Tower asked us how many people we had on board and how much fuel we had. He answered them. Tower had fire trucks ready just in case but we landed safely. He decided to take off again and head to ZZZ1. My concern is whether 14 CFR 91.213 was violated in this case. He took off and when we landed at ZZZ1 he had to hold the circuit breaker in to allow the gear to drop again.I was not the PIC of the aircraft; but if I were; I would have left the gear down after realizing it had issues and not continued the flight back to ZZZ1.