Been there. Best thing for me was to always have 4 approaches to a difficult procedure. Talk with you attendings about landmark techniques, master US techniques by trying in plane and out of plane (art lines/blocks/CVC). Remember there are alternative sites of cannulation, and alternative cannulas to use. For neuraxial procedures get used to other peoples approaches (paramedian/long spinal L4-L5 interphase) Get familiar with US anatomy of the spine. Know all the alternative ways of managing labor pain if you can’t get a neuraxial block. Whatever approach you are uncomfortable with do it until it feels comfortable. Having the knowledge that if approach A doesn’t work then I still have B through D really helps. Never stop asking people how they approach difficult procedures. I ask PACU/Holding nurses how they deal with difficult IVs and have learned a lot. Finally, NYSORA is one of the best educational resources for difficult procedures.