Clean sweep PPL/IR/CPL, but the CFI/II grind is breaking me. 4 fails total now. Do I really need the Double-I to get hired in 2026?

Posted by Left-Investigator936@reddit | flying | View on Reddit | 44 comments

I’m at a bit of a crossroads and could use some perspective from those in the industry or those who’ve been in the "checkride basement.

The Track Record:

• PPL, IR, and CPL: All passed on the 1st attempt. I felt like I had a solid handle on things and a clean record.

• CFI Initial: This absolutely humbled me. It took 4 tries to finally get the plastic.

• CFII: Just had my first attempt and failed.

That brings me to 4 total checkride fails. Honestly, my confidence is pretty shaken. I know the CFII is basically "just an instrument checkride from the right seat," but I’m exhausted and starting to wonder if I should just stop here.