My $500 paperweight agrees with you.

Honestly, that shoebox method is asking for trouble. My friend tried that and missed a huge deductible expense because a receipt faded. A simple folder sorted by month takes two minutes and saves so much stress later.

So what's your actual cutoff time now?

Maybe find a middle ground with just a few things that actually make you happy.

I get where @rowan_ross is coming from, but my last three trips were booked within 48 hours and I saved an average of $150 each time.