After many attempts, I finally completed Trials 5!
I find it quite amusing that the hardest part of Trials 5 is the two lives limit, if you get unlucky shuffling pegs thats the run over. I'll be happy to go back to regular runs to farm stars for the last few achievements!!!
My strat ended up being: Reset runs at first shop if no Turtle or Cheese House, pick up either of these and you have a run started. By the end of my runs I ended up hard building for Mannequin Head as I tried all the other Black Market items to little success. Fly seems to work for a lot of people but again, if your pegs are unlucky, gg. The biggest difference maker in this run versus others was the lazer, this helped massively in the hardest period of the challenge of surviving till the second Black Market.
Love this game!!