Here's my tax advice, and yes, I'm a pilot. Spend the money the first year and have a pro do your taxes. Ask questions. You'll figure out real quick what you can deduct and what you can't. It's not rocket science. You then can do your own taxes until there is a major life change.

Personally, I never take investment nor tax advise from pilots.

BTW, you can't legally deduct the cost of your crash pad or hotels at your base. Student loan interest can be found on any of the tax prep software. Per diem is as follows:

Accept what your company gives you. No receipts required

Find the difference between what your company paid you and what the government allows it's employees. That can be written off as a business expense. No receipts either.

Find the difference between what the company paid you and what you actually spent. Write this off as a business expense. You must provide receipts for everything.