I am like this for similar reasons, and trying to let go because things are OK now.

However, I am impressed that he found a hotel room for $20. Can't get anything much less than £60 here in the UK. We caravan and it costs £25-£30 for a pitch these days.

I'm also surprised that someone that worried about money would buy gym membership. We worked out it was cheaper to buy second hand equipment and have the gym at home.